Day: September 24, 2020

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

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

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

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);,
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.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
Thiazole | chemical compound | Britannica

90533-23-6,90533-23-6, 4-(3-Chlorophenyl)thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Iodine(18.80 g, 74.1 mmol) was added to 1-(2,5-dichlorophenyl)ethanone (10.67 ml,74.1 mmol) and thiourea (11.27 g, 148.0mmol). Thereaction mixture was stirred and heatedto 100 C overnight. After cooling to room temperature, the reaction mixture was triturated with diethylether (about 50 mL) to remove any unreacted iodine and1-(2,5-dichlorophenyl)ethanone. Thesolid residue was put in cold distilled water (100 mL) and treated withammonium solution to pH 9-10. The precipitated thiazole was collected togive 4-(2,5-dichlorophenyl)-1,3-thiazol-2-amine (11.2 g, 62%yield) as a yellow solid. MS(ES+) m/z 245.0, 247.0 (MH+).A solution of[4-(ethylsulfonyl)phenyl]acetic acid (0.239 g, 1.1 mmol), 4-(2,5-dichlorophenyl)-1,3-thiazol-2-amine(0.245 g, 1.0 mmol), EDC (0.230 g, 1.2 mmol) and HOBt (0.184 g, 1.2 mmol) in dichloromethane(DCM) (10 mL) was stirred at room temperature overnight. The mixture was pouredinto water, and extracted with DCM. The organic phase was washed with water andbrine, dried over anhydrous sodium sulfate, filtered and concentrated under reducedpressure to give the crude product. The crude was purified by mass directedautopreparation (MDAP) to afford N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]-2-[4-(ethylsulfonyl)phenyl]acetamide(6a) (177 mg, 37% yield) as a white solid.

90533-23-6 4-(3-Chlorophenyl)thiazol-2-amine 675261, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Yonghui; Cai, Wei; Zhang, Guifeng; Yang, Ting; Liu, Qian; Cheng, Yaobang; Zhou, Ling; Ma, Yingli; Cheng, Ziqiang; Lu, Sijie; Zhao, Yong-Gang; Zhang, Wei; Xiang, Zhijun; Wang, Shuai; Yang, Liuqing; Wu, Qianqian; Orband-Miller, Lisa A.; Xu, Yan; Zhang, Jing; Gao, Ruina; Huxdorf, Melanie; Xiang, Jia-Ning; Zhong, Zhong; Elliott, John D.; Leung, Stewart; Lin, Xichen; Bioorganic and Medicinal Chemistry; vol. 22; 2; (2014); p. 692 – 702;,
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.262444-15-5,(4-Bromothiazol-5-yl)methanol,as a common compound, the synthetic route is as follows.

To a pale yellow solution of (4-bromothiazol-5-yl)methanol (870 mg) in DCM (25 mL) was added DMP (2.16 g) at RT. The resulting yellow suspension was stirred at RT under argon for 18 h. EA and aq. sat. NaHCO3 were added to the reaction mixture and stirred for 5 min. Water was added and the mixture was extracted with DCM three times. The combined org. layers were dried over MgSO4, filtrated off and evaporated in vacuo. CC (Biotage, SNAP 50 g cartridge, solvent A: Hept; solvent B: EA; gradient in % B: 10 for 5CV, 10 to 30 over 2CV, 30 for 3CV) afforded 708 mg of yellow solid. 1H-NMR (CDCl3): 10.0 (s, 1H); 9.04 (s, 1H), 262444-15-5

The synthetic route of 262444-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Caroff, Eva; Keller, Marcel; Kimmerlin, Thierry; Meyer, Emmanuel; US2014/371204; (2014); 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.53137-27-2,2,4-Dimethylthiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

53137-27-2, EXAMPLE 3 (Compound No. 3) To a solution of imidazole (2.27 g; 40 mmol) in dry tetrahydrofuran (60 ml) was added dropwise thionyl chloride (1.20 g; 10 mmol) under ice-cooling while stirring. After the resultant mixture was turned to room temperature, 2,4-dimethyl-5-thiazolecarboxylic acid (1.57 g; 10 mmol) was added thereto at once, and stirring was continued for 30 minutes. To the mixture was added dropwise a solution of 2-(2-thienyl)aminoacetonitrile (1.65 g; 12 mmol) in dry tetrahydrofuran under ice-cooling, and the resultant mixture was stirred at room temperature for 1 hour. After completion of the reaction, tetrahydrofuran was removed under reduced pressure to separate the residue. Water was added to the residue, which was extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give crude oil. The oil was purified by silica-gel column chromatography (eluent:n-hexane:ethyl acetate=2:1 volume) to give crude crystals. Recrystallization from n-hexane/ethyl acetate gave 1.80 g of 2-(2,4-dimethylthiazole-5-carboxamido)-2-(2-thienyl)acetonitrile as colorless crystals. m.p., 127.5-128.5 C. Yield, 65%.

As the paragraph descriping shows that 53137-27-2 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company Limited; US4918089; (1990); A;,
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.349-49-5,4-(Trifluoromethyl)thiazol-2-amine,as a common compound, the synthetic route is as follows.

To a solution of 5-(1-methylsulfanyl-ethyl)2-trifluoromethylpyridine (0.5 g, 2.25 mmol) and 2-amino-4-trifluoromethyl thiazole (0.42 g, 2.48 mmol) in dichloromethane (8 ml) cooled to -25¡ã C. was slowly added N-chlorosuccinamide (0.33 g, 2.48 mmol) while maintaining the internal temperature of the reaction between -22¡ã C. and -28¡ã C. The reaction was slowly warmed to room temperature and stirred an additional hour. The reaction mixture was washed with water and the dichloromethane layer was dried (MgSO4), filtered and concentrated to dryness. The crude product was purified by chromatography on silica gel (eluent: 50percent EtOAc/hexanes, 100percent EtOAc) to give 3-[1-ethyl(N-(2-(4-trifluromethyl)thiazole)-sulfinyl)(methyl)]-6-trifluoromethylpyridine (G) as a yellow solid (0.81 g, 93percent ); M+H=288.1., 349-49-5

The synthetic route of 349-49-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dow AgroSciences LLC; US2009/29863; (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.76874-79-8,2-Amino-4-chlorothiazole-5-carbaldehyde,as a common compound, the synthetic route is as follows.

76874-79-8, [0184] Into a 1,4-dioxane solution (250 ml) containing 2-amino-4-chlorothiazol-5-carbaldehyde (10.83 g) was added 4-(dimethylamino)pyridine (1 g). Then, a 1,4-dioxane solution (100 ml) containing di-tert-butyl dicarbonate (29 g) was gradually added dropwise under heating at 60[deg.] C., and then the whole was continued to stir for about 30 minutes. After the reaction solution was cooled upon standing, the solvent was evaporated under reduced pressure and an appropriate amount of 5% potassium hydrogen sulfate aqueous solution was poured to the thus obtained residue, followed by extraction with ethyl acetate. After the organic layer was washed with water and dried over anhydrous magnesium sulfate, the crude product formed by solvent evaporation was purified by silica gel column chromatography to obtain tert-butyl (4-chloro-5-formylthiazol-2-yl)-carbamate (10.73 g) as pale brown crystals from the fractions eluted with ethyl acetate-toluene (2:3 (v/v)).

As the paragraph descriping shows that 76874-79-8 is playing an increasingly important role.

Reference£º
Patent; Hirano, Masaaki; Kawaminami, Eiji; Toyoshima, Akira; Moritomo, Hiroyuki; Seki, Norio; Wakayama, Ryutaro; Okada, Minoru; Kusayama, Toshiyuki; US2003/191164; (2003); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica