Category: thiazole

1247119-36-3, (S)-Ethyl 2-(3-((2-isopropylthiazol-4-yl)methyl)-3-methylureido)-4-morpholinobutanoate oxalate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 7: Preparation of cobicistat silicon dioxide Thiazole ethyl ester salt (formula 2) (150 g) in water (250 ml) was added to dichloromethane (800 ml), followed by a slow addition of aqueous potassium bicarbonate (220 g of potassium bicarbonate dissolved 1.250 1 of water). The resulting mixture was stirred for about 1 hour and the aqueous and organic layers were separated. The organic layer was washed with water and then concentrated under vacuum until the reaction mass volume reached about 350 ml. The reaction mass was cooled to about 5 C. An aqueous potassium hydroxide solution (about 23 g of KOH dissolved in 25 ml of water) was slowly added to the cooled reaction mass while maintaining a temperature not more than about 10 C. The mixture was then stirred for about 12 hours at the same temperature. Cobicistat intermediate of formula 3 (100 g) and dichloromethane (350 ml), were added to the mixture and the temperature was adjusted to about -20 C. Hydroxybenzotriazole hydrate (about 25 g) was then added to this mixture. A pre-cooled solution (about -20 C of N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (80 g) in dichloromethane (about 800 ml)) was added to the reaction mixture while the reaction mass temperature was maintained at not more than about -20 C. The reaction mixture was then stirred at about the same temperature for 24 hours. The reaction mass temperature was then adjusted to about 5 C and the reaction was quenched with an aqueous citric acid solution. The aqueous and organic layers were separated and the organic layer was washed once with aqueous potassium bicarbonate solution and water. The organic layer was concentrated under reduced pressure to give cobicistat (about 160 g) as a residue. The residue was dissolved in mixture of dichloromethane (160 ml) and n- hexane (160 ml) at room temperature. Silicon dioxide (150 g) was added to the mixture and stirred for 2-3 hours. The solution was concentrated, cooled, and filtered to give a cobicistat silicon dioxide product (300 g)., 1247119-36-3

The synthetic route of 1247119-36-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MYLAN LABORATORIES LTD.; VADALI, Lakshmana Rao; KONDA, Rameshbabu; DANDALA, Ramesh; WO2015/83066; (2015); A1;,
Thiazole | C3H3NS – PubChem
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78502-71-3,Ethyl 2-(bromomethyl)thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

78502-71-3, To a solution of ethyl2-(bromomethyl)-1,3-thiazole- 4-carboxylate (19, 2.4 g, 9.7 mmol) in toluene (20 mL) triphenylphosphine (2.7 g,10 mmol) was added at room temperature, and the resulting mixture was stirred at 100 C for 3 h. The reactionmixture was cooled to room temperature, and the precipitate was collected by filtration, washed with hexanes, anddried to afford ((4-(ethoxycarbonyl)-1,3-thiazol-2-yl)methyl)(triphenyl)phosphonium bromide (31, 3.7 g, 74%) as abrown powder, which was used without further purification. To a mixture of compound 30 (2.2 g, 5.5 mmol) andcompound 31 (3.7 g, 7.2 mmol) in N,N-dimethylformamide (20 mL) was added sodium ethoxide (0.75 g, 11 mmol)at room temperature, and the resulting mixture was stirred at room temperature for 3 h. The reaction mixture waspartitioned between ethyl acetate and water. The organic layer was separated, washed with brine, dried over MgSO4,and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluting with a gradientof 10-50% ethyl acetate in hexanes) to afford the title compound 20a (1.8 g, 60%) as a pale yellow powder.

78502-71-3 Ethyl 2-(bromomethyl)thiazole-4-carboxylate 11043146, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Maezaki, Hironobu; Tawada, Michiko; Yamashita, Tohru; Banno, Yoshihiro; Miyamoto, Yasufumi; Yamamoto, Yoshio; Ikedo, Koji; Kosaka, Takuo; Tsubotani, Shigetoshi; Tani, Akiyoshi; Asakawa, Tomoko; Suzuki, Nobuhiro; Oi, Satoru; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3565 – 3571;,
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Thiazole | chemical compound | Britannica

1452-15-9, 4-Cyanothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 4-cyanothiazole (5.0 g, 45.0mmol) in o-dichlorobenzene (40.0 mL) was added the respective aniline (1) (49.0 mmol). The reaction mixture was heated at 135 C with purging excess dry HCl for 3 h. Then, cooled the reaction mixture to 40 C and the resulting solids were filtered, washed with more o-dichlorobenzene (10.0 mL). The solids were dried at 90 C under vacuum to give amidine hydrochlorides with yields in the 70-90% range., 1452-15-9

1452-15-9 4-Cyanothiazole 15069, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Patil, Vikrant; Barragan, Enrique; Patil, Shivaputra A.; Patil, Siddappa A.; Bugarin, Alejandro; Tetrahedron Letters; vol. 58; 35; (2017); p. 3474 – 3477;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2634-33-5,1,2-Benzothiazol-3-one,as a common compound, the synthetic route is as follows.,2634-33-5

General procedure: The acid 4 (5 mmol), EDC (1.2 g, 6.26 mmol), HOBt (0.9 g,5.88 mmol), NMM (1.2 mL, 10.74 mmol), and dichloromethane (10 mL) were mixed at ice-bath and stirred at 0 C for half an hour. 1,2-Benzisothiazol-3-one 1 (800 mg, 5.3 mmol) was added to NMM (1.6 mL, 14.32 mmol) in 10 mL of dichloromethane at 0 Ct hen the above mixture was added and stirred at room temperature overnight. After stirring overnight, the mixture was diluted with CH2Cl2, and then successively through washed with water, 5% KHSO4 solution, saturated NaHCO3 solution, and brine, the extract was dried with anhydrous Na2SO4 and evaporated under vacuum. The product was isolated by column chromatography (petroleum ether/CH2Cl2, 10:1) to yield the final compound. 4.2.19 2-(3-(2-Methoxyphenyl)propanoyl)benzo[d]isothiazol-3(2H)-one (23) Compound 23 was prepared through 3-(2-methoxyphenyl)propionic acid, obtained a white solid in 93% yield. Mp 149.5-150.7 C. 1H NMR (400 MHz, CDCl3) delta 8.00 (d, J = 8.0 Hz, 1H), 7.68 (t, J = 8.0 Hz, 1H), 7.51 (d, J = 8.0 Hz, 1H), 7.39 (t, J = 8.0 Hz, 1H), 7.25-7.17 (m, 2H), 6.89 (t, J = 8.0 Hz, 1H), 6.85 (d, J = 8.4 Hz, 1H), 3.82 (s, 3H), 3.47 (t, J = 7.6 Hz, 2H), 3.09 (t, J = 7.6 Hz, 2H). 13C NMR (101 MHz, DMSO-d6) delta 172.9, 163.5, 157.6, 141.4, 135.0, 130.2, 128.6, 128.1, 127.4, 126.5, 125.7, 122.5, 120.8, 111.1, 55.7, 37.5, 24.9. IR (KBr, cm-1): 1689, 1675. HRMS-ESI (m/z) calcd for C17H15NO3S [M+H+] 314.0851, found 314.0843.

The synthetic route of 2634-33-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Zhenghui; Pan, Yang; Zhong, Weilong; Zhu, Yunpeng; Zhao, Yongle; Li, Lixin; Liu, Wei; Zhou, Honggang; Yang, Cheng; Bioorganic and Medicinal Chemistry; vol. 22; 24; (2014); p. 6735 – 6745;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51640-36-9,2-Chlorothiazole-5-carbonitrile,as a common compound, the synthetic route is as follows.

To an NMP (1 mL) solution of (trans)- 3-(5-fluoro-2-methoxyphenoxy)-/V-(pyrrolidin-3- yl)cyclobutanecarboxamide hydrochloride (Intermediate 70) (38 mg, 0.1 1 mmol) and 2- chlorothiazole-5-carbonitrile (16 mg, 0.1 1 mmol) in a microwave reaction vial was added N,N- diisopropylethylamine (0.08 mL, 0.4 mmol). The reaction was heated in a microwave (135 C) for 3.5 h, concentrated and loaded onto a semi-prep HPLC (NH4OH as modifier) for purification to afford the title compound as a tan solid (31 mg, 62%). 1H NMR (400 MHz, CDCI3) delta 2.09 (dd, J = 13, 7 Hz, 1 H), 2.42 (dd, J = 13, 6 Hz, 1 H), 2.46-2.58 (m, 2 H), 2.74 (ddd, J = 14, 7, 4 Hz, 2 H), 2.95-3.04 (m, 1 H), 3.40 (dd, J = 1 1 , 4 Hz, 1 H), 3.57-3.69 (m, 2 H), 3.81 -3.89 (m, 1 H), 3.84 (s, 3 H), 4.64-4.74 (m, 1 H), 4.94 (t, J = 7 Hz, 1 H), 5.59-5.72 (m, 1 H), 6.47 (dd, J = 10, 3 Hz, 1 H), 6.59 (td, J = 8, 3 Hz, 1 H), 6.78 (dd, J = 9, 5 Hz, 1 H), 7.71 (s, 1 H); LC-MS (LC- ES) M+H = 417., 51640-36-9

51640-36-9 2-Chlorothiazole-5-carbonitrile 1485222, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.161798-03-4,Ethyl 2-(3-formyl-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

To the solution of ethyl 2-[3-formyl-4-(2-methylpropoxy) phenyl]-4- methylthiazole-5-carboxylate compound of formula-12 (10 gms) in formic acid (40 ml) was added hydroxylamine hydrochloride (2.38 gms) and sodium formate (2.35 gms).Stirred the reaction mixture for 10 minutes. Heated the reaction mixture to 100C and stirred for four hours at same temperature. Cooled the reaction mixture to 25 C and quenched with water. Stirred the reaction mixture for 10 hours, filtered the precipitated solid and washed with water. Dried the material to get the title compound. Yield: 10 gms. Take the dry material, added 30 ml of ethyl acetate and heated to reflux temperature. Stirred the reaction mixture for 30 minutes at reflux temperature. Cooled the reaction mixture to 25C and filtered the precipitated solid. Dry the material to get the title compound as a pure material. Yield: 8.5 gms.

161798-03-4, As the paragraph descriping shows that 161798-03-4 is playing an increasingly important role.

Reference£º
Patent; MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; VENKATA PANAKALA RAO, Gogulapati; PRASAD, Gadamsetty; WO2011/141933; (2011); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

In a four-neck reactor equipped with a thermometer, in a nitrogen stream, 10.0 g (60.5 mmol) of 2-hydrazinobenzothiazole was dissolved in 150 ml of DMF. To this solution, Cesium carbonate 39.4 g (121.0 mmol) of 9.65 g of 1-bromo-2-butyne (72.5 m Mol) was added, and the whole mixture was stirred at 25 C. for 20 hours. After completion of the reaction, the reaction solution was washed with water 1000 m L and extracted with 500 ml of ethyl acetate. After drying the ethyl acetate layer with anhydrous sodium sulfate, Sodium sulfate was filtered off. In a rotary evaporator, Ethyl acetate was distilled off from the filtrate under reduced pressure to obtain a brown solid. The brown solid was purified by silica gel column chromatography (N-hexane: ethyl acetate = 85: 15) To obtain 6.25 g of Intermediate S (yield: 47.5%) as a white solid.

615-21-4, As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; SANUKI, KANAKO; (78 pag.)JP6090514; (2017); B1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.120-75-2,2-Methylbenzothiazole,as a common compound, the synthetic route is as follows.

Example 9 (0081) Preparation of Compound (39) (0082) (0083) 2 g of 2-Methyl benzothiazole and 5 g of 1,3-propanesultone in 20 mL chlorobenzene was heated at 120 C. overnight. Then 30 mL ethyl acetate was added, and resulting mixture was refluxed for 30 min. The supernatant was decanted and the residue was dried to give compound 38.

120-75-2, As the paragraph descriping shows that 120-75-2 is playing an increasingly important role.

Reference£º
Patent; Ying, Laiqiang; (24 pag.)US9850382; (2017); B1;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.247037-82-7,Thiazole-2-carboximidamide hydrochloride,as a common compound, the synthetic route is as follows.

A mixture of 3-oxobutanamide (3 g, 29 mmol), 2-chloro-4-fluorobenzaldehyde (4.9 g, 29 mmol), 1,3-thiazole-2-carboximidamide HCl salt (5 g, 29 mmol) and KOAc (6 g, 58 mmol) in CF3CH2OH (50 mL) was stirred for 24 hours at 90 C. After being cooled, it was concentrated and partitioned (EtO Ac-brine). The organic was dried (Na2SO4), filtered and concentrated. The residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a yellow solid (1.2 g, 21%). ESIMS m/z = 350.95, 352.95 [M+H]+.

247037-82-7, The synthetic route of 247037-82-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENANTA PHARMACEUTICALS, INC.; QIU, Yao-Ling; CAO, Hui; LI, Wei; PENG, Xiaowen; JIN, Meizhong; KASS, Jorden; GAO, Xuri; OR, Yat, Sun; (99 pag.)WO2017/11552; (2017); A1;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.144163-97-3,4-Nitrophenyl (thiazol-5-ylmethyl) carbonate,as a common compound, the synthetic route is as follows.

Compound 9a (20 g, 1.0 eq.), Compound 10 (34.4 g, 1.1 eq.) was added to methylene chloride (240 ml) and stirred at room temperature under nitrogen to give a clear solution. Diisopropylethylamine (17.3 g, 1.2 eq.) was added dropwise to the mixture, and the dropwise addition was completed. The reaction was incubated until the consumption of the starting material 9a was completed. The reaction mixture was washed sequentially with 1N hydrochloric acid (80 ml), saturated sodium bicarbonate (80 ml) and saturated brine (80 ml), and dried over anhydrous sodium sulfate. The mixture was filtered and the filtrate evaporated to remove the organic solvent under reduced pressure. The resulting crude solid was beaten for half an hour with t-butyl methyl ether (MTABE) (70 ml) and filtered. The resulting precipitate was dried to give compound 8a (32.38g, yield 90%)., 144163-97-3

The synthetic route of 144163-97-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhejiang Yongning Pharmaceutical Co., Ltd.; Ye Tianjian; Lu Xiuwei; Liu Yongjiang; Wang Tong; Shu Zhan; (15 pag.)CN105198829; (2017); B;,
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Thiazole | chemical compound | Britannica