Tag: 144690-92-6

Triphenyl methyl olmesartan, cas is 144690-92-6, it is a common heterocyclic compound, the Dioxole compound, its synthesis route is as follows.,144690-92-6

Example 236.0 g (50.3 mmol) ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-(trityltetrazol-5-yl)-phenyl]phenyl}-methyl imidazole-5-carboxylate (Va) and 3.0 g (75.4 mmol) of NaOH were suspended in 413 ml dimethylacetamide. The suspension was then stirred at room temperature for 20 h and after that 6.9 g (50.3 mmol) of K2CO3, were added. The mixture was cooled to 0 C. and solution of 15.4 g (70.4 mmol) 4-chloromethyl-5-methyl-2-oxo-1,3-dioxolene in 39 ml of dimethylacetamide were slowly added. The mixture was slowly heated to 50 C. and stirred at this temperature for 2 h. After esterification was completed, the mixture was cooled to 10 C. and poured into a mixture of 625 ml of ethyl acetate and 625 ml of 10% NaCl, and stirred at 25 C. for 15 min. The phases were separated and organic phase was washed 2¡Á with 500 ml of 10% NaCl, dried over Na2SO4 and filtered. The filtrate was concentrated up to ? (approximately 270 g) at reduced pressure.To the resulting solution, 80 ml of ethanol and 8.3 ml (100 mmol) of conc. HCl were added and stirred at 24-26 C. for 3 h. To the cooled mixture 600 ml of water was added and pH of the suspension was estimated to 5 by addition of 5 M NaOH. The phases were stirred for 15 min and separated. Water phase was reextracted with 150 ml of ethyl acetate. Collected organic phases were dried over Na2SO4, filtered and concentrated under reduced pressure. 560 ml of ethyl acetate were added and the mixture was evaporated again. After that, 300 ml of ethyl acetate were added and the mixture was cooled to 20 C. and stirred for 1 h, filtered off and washed with 20 ml of fresh ethyl acetate. The yield of the product (I) was 21 g (75%).

144690-92-6 is used more and more widely, we look forward to future research findings about Triphenyl methyl olmesartan

Reference£º
Patent; KRKA; US2009/131680; (2009); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

Triphenyl methyl olmesartan, cas is 144690-92-6, it is a common heterocyclic compound, the Dioxole compound, its synthesis route is as follows.,144690-92-6

Trityl olmesartan medoxomil (260 gm) as obtained in example 1 was dissolved in toluene (2600 ml) and then added concentrated hydrochloric acid (156 ml) for 1 hour minutes at room temperature. The reaction mass was maintained for 1 hour 30 minutes at room temperature and then added water (1000 ml). The reaction mass was stirred for 45 minutes at room temperature and the layers were separated. To the aqueous layer was added ethyl acetate (5000 ml) at room temperature. The reaction mass was cooled to 15 to 20 C. and pH of the reaction mass was adjusted to 4.5 to 5.5 with sodium carbonate (20%, 560 ml). The reaction mass was stirred for 20 minutes at 20 C. and the layers were separated. The organic layer was dried over sodium sulfate and ethyl acetate was distilled off completely under vacuum at below 45 C. to obtain a residual mass. To the residual mass was added ethyl acetate (400 ml) at 40 C. and then heated to 75 to 80 C. The contents were maintained for 30 minutes at 75 to 80 C. The reaction mass was cooled to room temperature and stirred for 1 hour. The reaction mass was further cooled to 10 to 15 C. and stirred for 1 hour 30 minutes, filtered. The solid obtained was dried at 40 to 45 C. for 4 hours to obtain 150 gm of olmesartan medoxomil. Olmesartan medoxomil: 98.6%; Olmesartan acid impurity: 0.32%; Trityl olmesartan medoxomil impurity: 0.35% Methyl olmesartan medoxomil impurity: 0.35%.

144690-92-6 is used more and more widely, we look forward to future research findings about Triphenyl methyl olmesartan

Reference£º
Patent; HETERO RESEARCH FOUNDATION; Parthasaradhi Reddy, Bandi; Rathnakar Reddy, Kura; Muralidhara Reddy, Dasari; Raji Reddy, Rapolu; Ramakrishna Reddy, Matta; Vamsi Krishna, Bandi; US2013/190506; (2013); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO327,mainly used in chemical industry, its synthesis route is as follows.,144690-92-6

Example 1323.88 g of (V) were suspended in 92 ml of acetonitrile. The mixture was cooled to 5C in order to add 24.6 ml of 6N HCI. The mixture was stirred for 2 hours at 5C. 150 ml of toluene were added. The pH was adjusted to 5.7 with potassium bicarbonate. The mixture was filtered in order to eliminate part of the salts generated. The solid was washed with 30 ml of acetonitrile. The phases were separated. The acetonitrile present in the organic phase was distilled. The mixture was cooled and filtered. The solid was washed with toluene and water. (VI) was dried in a heat cabinet. 16.66 g of (VI) were obtained (85% yield).

With the synthetic route has been constantly updated, we look forward to future research findings about Triphenyl methyl olmesartan,belong Dioxole compound

Reference£º
Patent; INTERQUIM, S.A.; JOVE MARTI, Iban; MARQUILLAS OLONDRIZ, Francisco; WO2012/55994; (2012); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

Name is Triphenyl methyl olmesartan, as a common heterocyclic compound, it belongs to Dioxole compound, and cas is 144690-92-6, its synthesis route is as follows.,144690-92-6

To TOLM (75 g) were successively added acetic acid_water=1:1 (330 mL, 4.4 vol) and concentrated sulfuric acid (5.4 mL, 1.08 eq). The obtained mixture was stirred at 25C – 30C for 1 hr. Using TLC (thin layer chromatography) (TLC eluent: 10% methanol/methylene chloride, detection method: UV), complete disappearance of TOLM was confirmed. [0309] The reaction mixture was filtered and insoluble trityl alcohol was removed. The aqueous layer was adjusted to pH 2 – 3 by adding 25% aqueous sodium carbonate solution (initial pH of the reaction mixture was 4 – 4.5). The reaction mixture was stirred for 5 min, methylene chloride (225 mL, 3 vol) was added thereto, and the mixture was stirred for 5 min. Stirring was stopped, and the mixture was stood and partitioned. The aqueous layer was extracted with methylene chloride (2×225 mL, 2×3 vol), the extracts were combined with the organic layer, deionized water (375 mL, 5vol) was added, and the mixture was stirred for 5 min. Stirring was stopped, and the mixture was stood for 5 min and partitioned. To the organic layer was added saturated brine (375 mL, 5 vol), and the mixture was stirred for 5 min, left standing and partitioned. The organic layer was concentrated under reduced pressure at 40C – 45C to give crude OLM MDX (49 g, 93%) as a pale-yellow solid.To the crude OLM MDX (49 g, 1 eq) obtained in the above-mentioned (7) was added acetone (735 mL, 15 vol), and the mixture was stirred at 55C – 60C for 10 min. Furthermore, the reaction mixture was stirred at the same temperature for 15 min, and acetone was evaporated under normal pressure. Heating was stopped when a solid was precipitated, and the mixture was cooled to 25C – 30C. The precipitated solid was collected by filtration and dried with suction for 30 min to give OLM MDX (41 g, 83%). [0311] To the OLM MDX obtained above was added isopropyl alcohol (164 mL, 4 vol), and the mixture was heated to 55C – 60C, and stirred at 55C – 60C for 1 hr. Heating was stopped and the mixture was gradually cooled to 25C – 30C, and stirred at 25C – 30C for 30 min. The precipitated solid was filtered and dried with suction to give OLM MDX (41 g, 100%). [0312] The OLM MDX (41 g) obtained above and acetone (about 1 L) were heated to 55C – 60C, and stirred at 55C – 60C for 25 min. Acetone was evaporated under normal pressure until the mixture became cloudy, and the mixture was gradually cooled to 25C – 30C. The precipitated solid was collected by filtration and dried with suction for 30 min to give OLM MDX (34 g, 83%). The HPLC purity of the obtained OLM MDX was 99.66%. [0313] The OLM MDX (44 g) obtained above was dissolved in acetone (about 1.2 L), and the mixture was stirred at 55C-60C for 10 min. Acetone was evaporated under normal pressure until the solution became cloudy, and the solution was gradually cooled to 25C – 30C. The precipitated solid was collected by filtration, dried with suction for 30 min, blast dried for 1 hr, and further blast dried at 40C – 45C for 5 hr to give OLM MDX (36 g) as a white solid. The HPLC purity of the obtained OLM MDX was 99.8%.

With the complex challenges of chemical substances, we look forward to future research findings about Triphenyl methyl olmesartan

Reference£º
Patent; API Corporation; SEKI, Masahiko; EP2891650; (2015); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

Triphenyl methyl olmesartan, cas is 144690-92-6, it is a common heterocyclic compound, the Dioxole compound, its synthesis route is as follows.,144690-92-6

A solution of MTT in an organic solvent and water (20%) was heated for 4-8 hrs at reflux. When the solvents were either acetonitrile (ACN), isopropyl alcohol (IPA) or t-butanol (t-BuOH), 1 volume of water was added, and the reaction was stirred until the amount of MTT was less than 2%. The mixture was evaporated to dryness. Ethyl acetate (EtOAc, 1 volume) was added to the residue and then evaporated again (twice). The resulting solid was dissolved in EtOAc (12 vol) and heated to reflux. The solution was cooled (2 C.) and stirred for 2 hrs. The product was filtered, washed (EtOAc, 1 vol), and dried on vacuum (45 C.). Table 1 shows the process details with different organic solvents: TABLE 1 Total solvent Time Solvent(s) Volume Temperature ( C.) (hrs) pH ACN:H2O 5:1 + 1 85 7 4.89-4.3 IPA:H2O 5:1 + 1 85 7 4.62-4.25t-BuOH:H2O 5:1 + 1 85 7 4.78-4.28n-propanol:H2O 5:1 reflux 2.5 4.3n-BuOH:H2O 5:1 110 2.5 4.412-BuOH:H2O 5:1 100 3 4.5iso-penthanol:H2O 5:1 100 3 5DMA:H2O 5:1 100 4 4.5DMF:H2O 5:1 100 4 4.5

With the rapid development of chemical substances, we look forward to future research findings about Triphenyl methyl olmesartan

Reference£º
Patent; Hedvati, Lilach; Pilarsky, Gideon; Shenkar-Garcia, Natalia; US2006/148870; (2006); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

Name is Triphenyl methyl olmesartan, as a common heterocyclic compound, it belongs to Dioxole compound, and cas is 144690-92-6, its synthesis route is as follows.,144690-92-6

7.5 cm in diameterIn a 500 mL four-necked flask equipped with two stirring blades,40 g of trityl olmesartan medoxomil,180 ml of acetic acid,40 g (1.0 volume) of water was added,The mixture was stirred at 40 C. for 2 hours to carry out deprotection reaction (reaction conversion: 98.4%Olmesartan medoxomil purity: 98.95%,Olmesartan dimer: 0.047%).Then,The reaction solution was cooled to 20 C.,80 g of water was added,After stirring at 20 C. for 1 hour,The precipitated triphenylmethanol was removed by vacuum filtration,To the obtained filtrate, 240 ml of 10% sodium hydrogen carbonate was added,The liquidity of the aqueous layer was adjusted to pH 3.5,After adding 400 ml of ethyl acetate and vigorously stirring,The aqueous layer was separated,An organic layer containing olmesartan medoxomil was obtained (olmesartan medoxomil purity: 99.35%Dimer: 0.011%).200 ml of ethyl acetate was distilled off from the organic layer,After stirring at 20 to 30 C. for 1 hour,The precipitated solid was collected by filtration under reduced pressure as a wet body.The obtained wet body was dried at 40 C. for 14 hours,24 g of crystals of olmesartan medoxomil were obtained (yield: 86%, olmesartan medoxomil purity: 99.71%, dimer: 0.010%).

With the complex challenges of chemical substances, we look forward to future research findings about Triphenyl methyl olmesartan

Reference£º
Patent; Tokuyama Corporation; Mori, Hiroshi; Tanaka, Kenji; (12 pag.)JP6091339; (2017); B2;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

Triphenyl methyl olmesartan, cas is 144690-92-6, it is a common heterocyclic compound, the Dioxole compound, its synthesis route is as follows.,144690-92-6

To 2000mL four-neck flask equipped with two stirring bladesof diameter 15 cm, tritylolmesartan medoxomil100 g, acetic acid450 ml, water 150mLwere added, & stirred for 2 hours at 40 C and deprotection reaction was carried out. Thereaction solution was then cooled to 20 C, stirred for 1 hour at 20 C, and precipitated triphenyl methanol wasremoved by filtrationunder reduced pressure, and to the resulting filtrate, 10% sodium bicarbonate 500ml, ethyl acetate1000ml were added and after vigorousstirrind, the aqueous layer was separated, to obtain an organic layercontaining olmesartanmedoxomil. ethylacetate 400ml was evaporated from the organic layer, and stirred for 1 hour at20 ~ 30 , and the precipitated solid was done filtration under reduced pressure and fractionated aswet product. The resulting wet product was dried for 14 hours at 40 , the crude olmesartan medoxomil wasobtained 60g(residual ethyl acetate content: 5420ppm, the residual amount of acetic acid:490ppm, purity: 99.37%). In 100mL three-necked flask equipped with two stirringblades of diameter 2.5 cm, crude olmesartan medoxomil 5g obtained in ProductionExample 1, acetone 15 ml, ethyl acetate 15 mL, water 3g were added and heatedto 60 C, to obtain a solution of olmesartan medoxomil (solution adjustingstep). then cooled to 30 C, and after adding seed crystals of olmesartanmedoxomil, it was stirred for 15 hours at 28 C (crystallization step: it wasconfirmed that there is no change in the amount of crystals even if it isretained for more time.) .

144690-92-6 is used more and more widely, we look forward to future research findings about Triphenyl methyl olmesartan

Reference£º
Patent; TOKUYAMA CORPORATION; MORI, HIROYUKI; TANAKA, KENJI; (13 pag.)JP2016/65007; (2016); A;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.144690-92-6,Triphenyl methyl olmesartan,as a common compound, the synthetic route is as follows.,144690-92-6

A solution of MTT in 10 volumes of acetic acid (75%) was heated for 1.5 hrs at 60 C. until a pH of 2.21-2.23 was achieved, and the reaction was stirred until the amount of MTT was less than 2%. The mixture was evaporated to dryness. Ethyl acetate (EtOAc, 1 volume) was added to the residue and then evaporated again (twice). The resulting solid was dissolved in EtOAc (12 vol) and heated to reflux. The solution was cooled (2 C.) and stirred for 2 hrs. The product was filtered, washed (EtOAc, 1 vol), and dried on vacuum (45 C.).

The synthetic route of 144690-92-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hedvati, Lilach; Pilarsky, Gideon; Shenkar-Garcia, Natalia; US2006/148870; (2006); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

144690-92-6, Triphenyl methyl olmesartan is a Dioxole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,144690-92-6

Example 1 – formation of olmesartan medoxomil hydrobromide Form A Trityl olmesartan medoxomil (8 g, 10 mmol) is added to a mixture of acetone (35 ml) and water (10 ml). To the resulting suspension 48 % aqueous hydrobromic acid (3.5 ml, 30 mmol) is added. The mixture is then stirred at room temperature for 2 h. Water (130 ml) is added and the mixture is stirred for additional 30 minutes. The precipitated triphenylmethanol is filtered off. The filtrate is concentrated in vacuum at 40 C to 100 ml, and then stirred vigorously for 1 h at room temperature and then additional 30 minutes at 0 C. The precipitate is filtered to give 4.7 g of olmesartan medoxomil hydrobromide Form A (97.6 % area); Example 9 – formation of olmesartan medoxomil Trityl olmesartan medoxomil (18 g, 22.5 mmol) (95.5 % area) is added to a mixture of acetone (68 ml) and water (22 ml). To the resulting suspension 48 % aqueous hydrobromic acid (8.5 ml, 72 mmol) is added. The mixture is then stirred at room temperature for 2 h. Water (180 ml) is added and the mixture is stirred for additional 15 minutes. The precipitated triphenylmethanol is filtered off. The filtrate is concentrated in vacuo at 40 C to 200 ml and then stirred vigorously for 20 minutes at room temperature and then additional 40 minutes at 0 C. The precipitate is filtered and dried overnight in vacuum at 25 C to give 12.9 g of olmesartan medoxomil hydrobromide Form A. This was added to THF (150 ml) and the mixture is stirred vigorously for 30 minutes at room temperature and 1 hour at 0 C. The precipitate is filtered and washed with 25 ml of cold THF to give olmesartan medoxomil hydrobromide Form B, which is then dissolved in a mixture of water (100 ml) and acetone (50 ml). To a clear solution saturated aqueous NaHCO3 is added to raise pH to 5.6. The mixture is stirred for 1 hour at room temperature and 2 hours at 0 C. The precipitate is filtered, washed with water and then recrystallised from acetonitrile (87 ml) to give 8.3 g of olmesartan medoxomil (99.74 % area)

The synthetic route of 144690-92-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LEK Pharmaceuticals d.d.; EP2022790; (2009); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem

Triphenyl methyl olmesartan, cas is 144690-92-6, it is a common heterocyclic compound, the Dioxole compound, its synthesis route is as follows.,144690-92-6

A mixture of trityl olmesartan medoxomil in acetic acid and water (1:1, 400 mL) and sulfuric acid (12.2 gm) (1 mol equivalent) was stirred at 25C-30C for 45-60 minutes. Triphenylcarbinol was filtered and the filtrate was washed with acetic acid and water mixture (1:1, 50 rnL). Sodium carbonate solution (25% w/v, 100 mL) was charged to the filtrate and the product was extracted with dichloromethane (500 mL) followed by recovery of the solvent. The product was isolated, recrystallized using acetonitrile (300 mL), filtered, washed and dried under reduced pressure to obtain crude olmesartan medoxomil.Yield: 90% HPLC purity: 99.29 % OLM-acid: Not Detectable OLM- Eliminate: 0.07% Acetic acid content: Not Detectable

With the rapid development of chemical substances, we look forward to future research findings about Triphenyl methyl olmesartan

Reference£º
Patent; RANBAXY LABORATORIES LIMITED; KAPOOR, Ashwini, Kumar; MEHTA, Hiten, Sharadchandra; NATH, Asok; PRASAD, Mohan; WO2010/134052; (2010); A1;,
1,3-Benzodioxole – Wikipedia
Dioxole | C3H4O2 – PubChem