Category: 4175-72-8

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4175-72-8,4-Chlorothiazole,as a common compound, the synthetic route is as follows.,4175-72-8

Under nitrogen, a solution of 4-bromophenyl acetate (compound 29.2, 1.08 g, 5.02 mmol), 4-chlorothiazole (compound 29.3, 600 mg, 5.02 mmol), Pd(OAc)2 (114 mg, 0.500 mmol), K2C03 (1.06 g, 7.53mmol), PivOH (0.17mL, 1.51mmol) and PCy3.HBF4 (369 mg, 1.00 mmol) in DMA (3mL) was stirred at 100C for 2 hours. The resulting solution was diluted with water, extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SC>4 and concentrated under vacuum. The residue was purified by flash chromatography on silica gel (gradient: 0%-20% ethyl acetate /petroleum ether) to afford compound 29.4, 380 mg (30% yield) as a light yellow solid. LCMS (ESI): [M+H]+ = 254. XH NMR (300 MHz, DMSO-i) delta 9.18 (s, 1H), 7.78 – 7.67 (m, 2H), 7.36 – 7.25 (m, 2H), 2.32 (s, 3H).

As the paragraph descriping shows that 4175-72-8 is playing an increasingly important role.

Reference：
Patent; GENENTECH, INC.; DRAGOVICH, Peter; GAZZARD, Lewis J.; PILLOW, Thomas; SADOWSKY, Jack; STABEN, Steven T.; WAI, John Sui-Man; (399 pag.)WO2019/84030; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

4175-72-8,4175-72-8, 4-Chlorothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. Benzylmercaptan (24.8 g) was added slowly to a solution of 10.8 g of sodium methoxide in 100 ml ethanol. After 10 minutes, the reaction mixture was heated to 65 and a solution of 23.8 g of 4-chlorothiazole [prepared by the method of P. Reynaud et al., Bull. Soc. Chim. France, 1735 (1962)] in 25 ml ethanol was added dropwise. When addition was complete, the reaction mixture was refluxed 36 hours. The reaction mixture was cooled, and the bulk of the solvent evaporated. Cold water (300 ml) was added to the residue, and the aqueous mixture was extracted with 200 ml ether followed by 200 ml methylene chloride. The combined organic solution was washed with brine, dried over magnesium sulfate, filtered and the solvent evaporated. Distillation of the resulting yellow oil gave 15.6 g of 4-(phenylmethylthio)thiazole, bp 122-134 (0.6 mm).

The synthetic route of 4175-72-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; E. I. Du Pont de Nemours and Company; US4943312; (1990); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

4175-72-8, 4-Chlorothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4175-72-8

[00258] To a thoroughly degassed stirred solution of tert-butyl (3fl)-4-(5,6-dichloro-2- iodo-pyrimidin-4-yl)-3-methyl-piperazine-1 -carboxylate (3-012, prepared in Scheme 3) (19.0 g, 40.2 mmol), 4-chlorothiazole (4.8 g, 40.2 mmol) and cesium carbonate (19.6 g, 60.2 mmol) in tert-butanol (200 mL) was added tri-tert-butylphosphonium tetrafluoroborate (1 .16 g, 4.01 mmol) and palladium acetate (0.45 g, 2.014 mmol). The reaction was heated to 80 C for 72 h. The reaction mixture was cooled to room temperature, filtered and the filtrate concentrated to dryness to afford a brown oil. This was purified by flash column chromatography on silica gel (eluting with a mixture of ethyl acetate in cyclohexane 0-60%) to give the title compound (3.80 g, 20%) as a yellow powder. LCMS: RT 3.34 min, Ml 466, Method (4LCMS6); NMR (400 MHz, CDCI3) delta 8.75 (s, 1 H), 4.70 (s, 1 H), 4.32 – 3.84 (m, 4H), 3.41 (td, J = 13.9, 13.0, 3.3 Hz, 1 H), 3.17 (s, 1 H), 1 .49 (s, 9H), 1 .37 (d, J = 6.7 Hz, 3H).

4175-72-8 4-Chlorothiazole 13517394, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; CARSWELL, Emma L.; CHARLES, Mark David; EKWURU, Chukuemeka Tennyson; ELUSTONDO, Fred; FOWLER, Catherine M.; OTT, Gregory R.; ROFFEY, Jonathan R; BROOKFIELD, Joanna L.; FORD, Daniel; CALDER, Mathew L.; (159 pag.)WO2018/87527; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

4175-72-8,4175-72-8, 4-Chlorothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of 4-methoxythiazole (9): A mixture of sodium methoxide, prepared by treating 450 mL of methanol with 21 g (913 mmol) of sodium metal, and 29.3 g (245 mmol) of 4-chlorothiazole (8) was refluxed for 24 hours. The mixture was cooled to room temperature and was reduced in volume by about half by concentrating on a rotovap. The mixture was dissolved in 500 mL of water and extracted with diethyl ether (500 mL, then 3*200 mL). The combined ethereal extracts were washed with 500 mL of brine, dried over MgSO4, filtered, and concentrated in vacuo. The resulting red oil was purified by flash chromatography (silica gel, 5.5*30 cm, chloroform) and then by vacuum distillation to give 17.5 g (62% yield) of 4-methoxythiazole (9) as a colorless liquid. 1H NMR (500 MHz) delta 8.58 (d, 1H, J=2.2 Hz), 6.16 (d, 1H, J=2.3 Hz), 3.96 (s, 3H).

As the paragraph descriping shows that 4175-72-8 is playing an increasingly important role.

Reference：
Patent; Watson, Mark D.; US2010/252112; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

4175-72-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4175-72-8,4-Chlorothiazole,as a common compound, the synthetic route is as follows.

[00262] To a thoroughly degassed solution of tert-butyl 4-(5,6-dichloro-2-iodo- pyrimidin-4-yl)-6,6-difluoro-1 ,4-diazepane-1 -carboxylate (3-003, prepared in scheme 3) (1 .6 g, 3.14 mmol), 4-chlorothiazole (0.38 g, 3.14 mmol) and cesium carbonate (1 .54 g, 4.71 mmol) in isoamyl alcohol (16 mL) was added palladium acetate (0.04 g, 0.157 mmol) and tri-tert- butylphosphonium tetrafluoroborate (0.09 g, 0.314 mmol). The mixture was heated to 90 C for 18 h. The reaction mixture was cooled before being diluted with ethyl acetate and 2 M HCI, and the two phases were separated. The aqueous was further extracted with ethyl acetate, the combined organics were dried (MgS04) and concentrated to dryness affording a dark brown film. The film was purified using flash chromatography on silica gel eluting with a mixture of ethyl acetate in cyclohexanes (0-50%). The desired fractions were concentrated to dryness to give the title compound (282 mg, 18%) as a brown film. LCMS: RT 5.82 min, Ml 502, Method (4LCMS1 ); NMR (400 MHz, CDCI3) delta 8.78 (s, 1 H), 4.49 (t, J = 12.1 Hz, 2H), 3.94 (s, 4H), 3.86 – 3.77 (m, 2H), 1 .49 (s, 9H).

The synthetic route of 4175-72-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; CARSWELL, Emma L.; CHARLES, Mark David; EKWURU, Chukuemeka Tennyson; ELUSTONDO, Fred; FOWLER, Catherine M.; OTT, Gregory R.; ROFFEY, Jonathan R; BROOKFIELD, Joanna L.; FORD, Daniel; CALDER, Mathew L.; (159 pag.)WO2018/87527; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica