Category: thiazole

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 1500 L reactor equipped with mechanical stirrer, thermometer and nitrogen bubbler was charged with 3-fluoro-2-methyl-benzaldehyde (32.68 kg, 23.66 mol, compound 8-a), IPA (256.5kg) and ethyl 3-oxobutanoate (30.78 kg, 23.65 mol, compound 8-b) at 20 C-30 C. To thereaction mixture was added piperidine (2.03 kg) and acetic acid (1.58 kg) at 20 C-30 C. After 4hours, to the resulting solution was added thiazole-2-carboxamidine hydrochloride (36.51 kg, 90wt%, 20.1 imol, compound 8-c) followed by addition of triethylamine (23.90 kg, 23.66 mol)over 50 mins. The reaction mixture was stirred at 25 C-30 C for another 12 hours and thenstirred at 70 C-75 C for 8 hours. After the reaction was finished, the reaction mixture wascooled to 30 C and water (261 kg) was added over 50 mins. The suspension was stirred at 20 C30 C for another 10 hours. The solid was collected by filtration and washed with IPA/water (v/v=1:1, 33 L) and water (33 L). The wet cake was dried in a vacuum oven (50C /Ca. 0.1 MPa) with a nitrogen bleed for 16 hours to afford the product Example 8 (61 kg, purity: 99.5 %, yield:83.9 %) as a yellow solid. ?H NMR (400 MHz, DMSO-d6) 5 9.86 (s, 1 H), 7.96 (d, J=3.2Hz, 1H),7.88 (d, J=3.2 Hz, 1H), 7.15-7.20 (m, 1H), 6.99-7.04 (m, 1H), 5.83 (s, 1H), 3.94 (q, J=7.2 Hz,2H), 2.48 (s, 3H), 2.44 (d, J=1.6 Hz, 3H), 1.09 (t, J=7.2 Hz, 3H); MS mle = 360.0 [M+H] ., 247037-82-7

Big data shows that 247037-82-7 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Junli; (58 pag.)WO2017/140750; (2017); A1;,
Thiazole | C3H3NS – PubChem
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117724-63-7, 2-Methyl-4-(trifluoromethyl)thiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Under nitrogen atmosphere, carboxylic acid II (3mmol), EDCI (3.3 mmol), HOBT (3.3 mmol)and Et3N (1.8 mmol) were placed in a three-necked flask with 40 mL CH2Cl2, and stirred for 2 hat 0 C; then, compound I (2.4 mmol) was added to the flask and allowed to react for 3 h at 0 C.The reaction was monitored by thin-layer chromatography (TLC) (all reactions could be completed in3 h) and, on completion of the reaction, the mixture was washed with saturated NaHCO3 solutionand water, respectively. Then, it was dried over anhydrous Na2SO4, filtered and evaporated onrotavapor in vacuum. Subsequently, crude products III-1-III-18 were purified by silica gel columnchromatography [V (CH2Cl2): V (EA) = 3:1] and crude products III-19-III-36 were purified by silicagel column chromatography [V (PE): V (EA) = 3:1]. Finally, products were recrystallized with thedichloromethane/petroleum ether to obtain pure target compounds.

117724-63-7, As the paragraph descriping shows that 117724-63-7 is playing an increasingly important role.

Reference£º
Article; Zhang, Shen; Meng, Siqi; Xie, Yong; Yang, Yonggui; Zhang, Yumeng; He, Lu; Wang, Kai; Qi, Zhiqiu; Ji, Mingshan; Qin, Peiwen; Li, Xinghai; Molecules; vol. 24; 14; (2019);,
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Thiazole | chemical compound | Britannica

173979-01-6, 4-(Tributylstannyl)thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a dried microwave tube were dissolved tert-butyl [4-(5-hydroxy-8-iodo-3- phenyl-l,6-naphthyridin-2-yl)benzyl] carbamate (10-1) (100 mg, 0.18 mmol) and 4- (tributylstannyl)-l,3-thiazole (160 mg, 0.43 mmol) in THF (2 mL). N2 gas was then bubbled through the solution for 5 minutes before adding Tetrakis (21 mg, 0.018 mmol). N2 gas was bubbled through the mixture for another 5 minutes and the mixture was then heated to dryness at 1000C on a heating block overnight. The resulting residue was taken up in DMF, treated with QuadraPure TU resin for 30 minutes and filtered. The mixture was purified by reverse phase HPLC to give tert-butyl {4-[5-hydroxy-3-phenyl-8-(l,3-thiazol-4-yl)-l,6-naphthyridin-2- yljbenzyl} carbamate (11-1) as an orange residue. MS calculated M+H: 511.6; found 511.1

173979-01-6, 173979-01-6 4-(Tributylstannyl)thiazole 2763258, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP &; DOHME CORP.; BANYU PHARMACEUTICAL CO., LTD.; ARMSTRONG, Donna, J.; GOTO, Yasuhiro; HASHIHAYATA, Takashi; KATO, Tetsuya; KELLY, Michael, J., III; LAYTON, Mark, E.; LINDSLEY, Craig, W.; OGINO, Yoshio; ONOZAKI, Yu; RODZINAK, Kevin, J.; ROSSI, Michael, A.; SANDERSON, Philip, E.; WANG, Jiabing; YAROSCHAK, Melissa, M.; WO2010/88177; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

915030-08-9,915030-08-9, 2-(Trifluoromethyl)thiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2-(trifluoromethyl)thiazole-4-carboxylic acid (1.0 g, 5.07 mmol) in DMF (15 mL) were added 1-propanephosphonic anhydride (6.34 mL, 10.15 mmol, 50% in ethyl acetate), followed by DIPEA (2.66 mL, 15.22 mmol) and N,O- dimethylhydroxylamine hydrochloride (0.99 g, 10.15 mmol) at room temperature. The reaction mixture was stirred for 5 h. The reaction mixture was concentrated under reduced pressure to remove volatiles and the crude product was dissolved in ethyl acetate (150 mL), washed with water (100 mL), the aqueous layer was back extracted with ethyl acetate (50 mL x 2) and the combined organic layer was washed with brine, dried over anhydrous Na2SO4, concentrated under reduced pressure to obtain the crude product, which was purified by silica gel chromatography (1-5% methanol/chloroform; 40 g column) to afford N-methoxy-N-methyl-2-(trifluoromethyl)thiazole-4-carboxamide (925 mg, 76 % yield). LCMS: m/z = 241.1 (M+H); retention time 1.17 min [LCMS method: Column: Waters Acquity UPLC BEH C18 (2.1 x 50 mm) 1.7 mm, Mobile phase A: 10 mM NH4OAc:acetonitrile (95:5); Mobile phase B: 10 mM NH4OAc:acetonitrile (5:95), Gradient = 20-90 % B over 1.1 minute, then a 0.6 minute hold at 90 % B; Temperature: 50 C; Flow rate: 0.7 mL/min; Detection: UV at 220 nm].

The synthetic route of 915030-08-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; CHUPAK, Louis S.; DARNE, Chetan Padmakar; DING, Min; GENTLES, Robert G.; HUANG, Yazhong; KAMBLE, Manjunatha Narayana Rao; MARTIN, Scott W.; MANNOORI, Raju; MCDONALD, Ivar M.; OLSON, Richard E.; RAHAMAN, Hasibur; JALAGAM, Prasada Rao; ROY, Saumya; TONUKUNURU, Gopikishan; VELAIAH, Sivasudar; WARRIER, Jayakumar Sankara; ZHENG, Xiaofan; TOKARSKI, John S.; DASGUPTA, Bireshwar; REDDY, Kotha Rathnakar; RAJA, Thiruvenkadam; (0 pag.)WO2020/6018; (2020); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

556-90-1, 2-aminothiazol-4(5H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,556-90-1

A solution of N-(4-ethoxy-6-fromyl-quinolin-2-yl)-acetamide (example 2e, 50 mg, 0.19 mmol) in acetic acid (1.5 ml) was treated with pseudothiohydantoin (34 mg, 0.29 mmol) and sodium acetate (63 mg, 0.77 mmol) in a microwave synthesizer at 180 C. for 45 min. The mixture was partitioned between 1N NaOH and dichloromethane. The aqueous layer, which contained the desired product, was concentrated to dryness and the crude residue was purified by RP HPLC to afford the product as the TFA salt (5 mg, 8%). LC-MS m/e 315 (MH+).

As the paragraph descriping shows that 556-90-1 is playing an increasingly important role.

Reference£º
Patent; Chen, Li; Chen, Shaoqing; Michoud, Christophe; US2006/63804; (2006); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

161798-01-2, Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example – 1: Preparation of Ethyl-2-(3-cyano-4-isobutoxy phenyl)-4-methyI thiozole -5-carboxylateA mixture of 10. Og of Ethyl -2-(3-formyl-4-hydroxy phenyl)-4-methyl thiozole -5- carboxylate and 2.85 g of hydroxylamine hydrochloride were stirred for 30 minutes in 40 g of Dimethyl sulfoxide. To this reaction mixture 3.3 grams of acetyl chloride was added and stirred at 70 -80¡ãC for 2-3 hours. Reaction mass was cooled to room temperature and to this 19 g of potassium carbonate and 19 g of isobutyl bromide was added successively. The reaction mass was stirred for 5 hours at 70-80¡ãC. Reaction mass was diluted with 200 ml of purified water. The reaction mass was filtered and washed with purified water to give 10.0 g of Ethyl-2-(3-cyano-4-isobutoxy phenyl)-4-methyl thiozole -5-carboxyltae (yield 84.0percent)

161798-01-2, 161798-01-2 Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate 135404723, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; MATRIX LABORATORIES LTD; VELLENKI, Siva Rama Prasad; ARABINDA, Sahu; RAAVI, Satyanarayana; NUCHU, Ravi; DANDALA, Ramesh; WO2012/66561; (2012); A1;,
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Thiazole | chemical compound | Britannica

170961-15-6, tert-Butyl thiazol-2-ylcarbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: n-BuLi (2.5M in THF, 1.4equiv) was added drop wise to a mixture of compound 1a or 1b (1equiv) and aldehyde (1.2equiv) in THF (?20mL) at -78C for 2h. The reaction was quenched by adding a saturated aqueous solution of NH4Cl, extracted with EtOAc, washed with water and then brine. The organic phase was dried over anhydrous Na2SO4, evaporated, and the residue was purified by silica gel column chromatography

170961-15-6, As the paragraph descriping shows that 170961-15-6 is playing an increasingly important role.

Reference£º
Article; Khalil, Ahmed; Edwards, Jessica A.; Rappleye, Chad A.; Tjarks, Werner; Bioorganic and Medicinal Chemistry; vol. 23; 3; (2015); p. 532 – 547;,
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.20485-41-0,4-Methylthiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 144N-((ls,4s)-4-(2-(4′-(((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)-2′- (morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4- methylthiazole-2-carboxamide EDCI (0.021 g, 0.11 mmol) was added to a solution of 4-methylthiazole-2-carboxylic acid (0.016 g, 0.11 mmol) and lH-benzo[d][l,2,3]triazol-l-ol hydrate (0.017 g, 0.11 mmol) in THF (2 mL) and stirred for 10 min. A solution of N-((ls,4s)-4-aminocyclohexyl)-2-(4′- (((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)-2′-(morpholinomethyl)biphenyl-3-yloxy)-5- fluoronicotinamide (0.075 g, 0.10 mmol) and triethylamine (0.042 mL, 0.30 mmol) in DMF (2 mL) was then added and the reaction stirred for 20 h. The reaction was diluted with 10percent 2M HCl/MeCN (1 mL) and purified by reverse phase HPLC with aqTFA/MeOH as eluent to afford the title compound as a white solid. Yield: 70 mg1H NMR (400 MHz, CD3OD) delta 8.14 (d, J= 2.9 Hz, IH), 8.04 (m, IH), 7.74 (m, IH), 7.58 (t, J= 7.9 Hz, IH), 7.51 (m, IH), 7.38 (m, 2H), 7.32 (m, IH), 7.20 (m, IH), 7.16 (m, IH), 4.43 (s, 2H), 4.12 (m, IH), 3.98 (m, IH), 3.90 – 3.66 (m, 4H), 3.79 (s, 2H), 3.43 (m, 2H), 3.29 – 2.74 (m, 4H), 3.13 (m, 2H), 2.44 (s, 3H), 2.27 (t, J= 12.3 Hz, 2H), 1.93 – 1.74 (m, 8H), 1.29 (d, J= 6.6 Hz, 6H). MS: APCI (+ve):756 (M+l), 20485-41-0

20485-41-0 4-Methylthiazole-5-carboxylic acid 209805, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); A1;,
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.405939-39-1,tert-Butyl (5-bromothiazol-2-yl)carbamate,as a common compound, the synthetic route is as follows.

Example 18, Step F[00180] To (i-Pr)2NH (59.7 g, 0.591 mol) in THF (250 mL) at 0C was added n-BuLi (236 mL, 2.5 M, 0.591 mol) was added slowly. The reaction mixture was stirred for 20 mins after which a THF solution of compound 15_2 (50 g, 0.179 mol) was slowly added to the reaction mixture with continued stirring. The mixture was stirred for 30 mins at 0C and then DMF (43.1 g, 0.591 mol) added. The mixture was stirred for 12 hrs at r.t. and diluted with EtOAc and water. The organic layer was separated, washed with brine, dried over Na2S04 and concentrated in vacuo. The residue was purified by silica chromatography to give compound 18_1 (35 g, 64%) as a white solid. [00181] This compound was characterized by proton NMR (1HNMR) in accordance with the procedures described herein. Proton NMR yielded the following results: 1H NMR (DMSO-d6, 400MHz): delta 9.73(s, 1 H); 1.47(s, 9H)., 405939-39-1

The synthetic route of 405939-39-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADDEX PHARMA S.A.; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; YUNFU, Luo; WO2012/8999; (2012); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

161798-01-2, Ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example – 1: Preparation of Ethyl-2-(3-cyano-4-isobutoxy phenyl)-4-methyI thiozole -5-carboxylateA mixture of 10. Og of Ethyl -2-(3-formyl-4-hydroxy phenyl)-4-methyl thiozole -5- carboxylate and 2.85 g of hydroxylamine hydrochloride were stirred for 30 minutes in 40 g of Dimethyl sulfoxide. To this reaction mixture 3.3 grams of acetyl chloride was added and stirred at 70 -80¡ãC for 2-3 hours. Reaction mass was cooled to room temperature and to this 19 g of potassium carbonate and 19 g of isobutyl bromide was added successively. The reaction mass was stirred for 5 hours at 70-80¡ãC. Reaction mass was diluted with 200 ml of purified water. The reaction mass was filtered and washed with purified water to give 10.0 g of Ethyl-2-(3-cyano-4-isobutoxy phenyl)-4-methyl thiozole -5-carboxyltae (yield 84.0percent), 161798-01-2

As the paragraph descriping shows that 161798-01-2 is playing an increasingly important role.

Reference£º
Patent; MATRIX LABORATORIES LTD; VELLENKI, Siva Rama Prasad; ARABINDA, Sahu; RAAVI, Satyanarayana; NUCHU, Ravi; DANDALA, Ramesh; WO2012/66561; (2012); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica