Category: 59418-09-6

59418-09-6,59418-09-6, Methyl 4-thiazolecarboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Under nitrogen atmosphere, a sealable reaction tube equipped with a magnetic stirrer bar was charged with azole (0.50 mmol), sodium arylsulfinate (1.0 mmol), Pd(OAc)2 (0.025 mmol), Cu(OAc)2 (1.0 mmol), CF3COOH (0.50 mmol), and dimethylglycol (2.0 mL). The rubber septum was then replaced by a Teflon-coated screw cap, and the reaction vessel placed in an oil bath at 120 C for 24 h. After the reaction was completed, it was cooled to room temperature and the mixture was treated with K2CO3 solution (1.0 mol/L, 3.0 mL), then extracted with ethyl acetate. The resulting solution was dried by Na2SO4 then concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (eluant: petroleum ether/ethyl acetate=12:1, v/v) to give the desired product.

The synthetic route of 59418-09-6 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Wang, Min; Li, Dengke; Zhou, Wei; Wang, Lei; Tetrahedron; vol. 68; 7; (2012); p. 1926 – 1930;,
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.59418-09-6,Methyl 4-thiazolecarboxylate,as a common compound, the synthetic route is as follows.,59418-09-6

A solution of 1-(trans-3-aminocyclobutyl)-3-cyclopropyl-1H-imidazo[4,5-b]pyrazin-2(3H)-one hydrochloride (Intermediate 79, 1.00 g, 3.55 mmol), methyl 2-chloro-4-thiazolecarboxylate (0.820 g, 4.61 mmol), and diisopropylethylamine (3.09 mL, 17.75 mmol) in DMSO (10 mL) was stirred at 120 C. for 18 h. The reaction was allowed to cool to room temperature, diluted with water and extracted with EtOAc. EtOAc was concentrated and residue purified with ISCO using silica gel column eluting with 0-70% EtOAc/hexane to give the title compound methyl 2-((trans-3-(3-cyclopropyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyrazin-1-yl)cyclobutyl)amino)thiazole-5-carboxylate (0.380 g, 0.983 mmol, 27.7% yield). m/z: 387.0 (M+1); 1H NMR (400 MHz, DMSO-d6) delta: ppm 8.38 (d, J=6.46 Hz, 1H), 7.99 (q, J=3.26 Hz, 2H), 7.60 (s, 1H), 5.15 (t, J=8.31 Hz, 1H), 4.28-4.47 (m, 1H), 3.77 (s, 3H), 3.18-3.30 (m, 2H), 2.88-3.07 (m, 1H), 2.34-2.47 (m, 2H), 0.91-1.13 (m, 4H).

59418-09-6 Methyl 4-thiazolecarboxylate 2773414, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; AMGEN INC.; Allen, Jennifer R.; Amegadzie, Albert; Andrews, Kristin L.; Brown, James; Chen, Jian J.; Chen, Ning; Harrington, Essa Hu; Liu, Qingyian; Nguyen, Thomas T.; Pickrell, Alexander J.; Qian, Wenyuan; Rumfelt, Shannon; Rzasa, Robert M.; Yuan, Chester Chenguang; Zhong, Wenge; US2013/225552; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

59418-09-6, Methyl 4-thiazolecarboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

j0235] Procedure:10236] Pd(OAc)2 (15.7 mg, 0.070 mmoles), [P(t-13u)3H] HF4 (60.7 mg, 0.21 mmoles), pivalic acid (28.5 mg, 0.28 mmoles), K2C03 (386 mg, 2.8 mmoles), methyl thiazole-4- carboxylate (200 mg, 1.4 mmoles), and methyl 6-bromoni- cotinate (603 mg, 2.8 mmoles) were added to a dried flask. The flask was fitted with a reflux condenser capped with a septum, evacuated, and purged with nitrogen (.-5 times). Dry DMF (7 mE) was added via syringe, and the reaction was stirred at 1100 C. for 6 h. The reaction mixture was cooled and filtered through Celite, and the filtrate was concentrated under reduced pressure. The crude product was then purified by chromatography on silica (1% acetone in DCM) to afford the title compound (39 mg, 10%) as a white solid. ?H NMR (400 MHz, CDC13) oe 9.18 (dd, J=0.8, 2.0 Hz, 1H), 8.41 (dd, J=2.0, 8.4 Hz, 1H), 8.38 (dd, J=0.8, 8.4 Hz, 1H),8.33 (s, 1H), 3.99 (s, 3H), 3.98 (s, 3H); ?3C NMR (100 MHz, CDC13) oe 168.7, 165.1, 161.7, 153.3, 150.7, 148.3, 138.3, 130.7, 126.9, 119.6, 52.6, 52.6; HRMS (ESI) mlz 279.0423 [calc?d for C,2H,,N204S (M+H) 279.0435]., 59418-09-6

59418-09-6 Methyl 4-thiazolecarboxylate 2773414, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; RAINES, Ronald T.; Vasta, James; (50 pag.)US2016/280701; (2016); 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.59418-09-6,Methyl 4-thiazolecarboxylate,as a common compound, the synthetic route is as follows.

59418-09-6, A solution of 29 (0.014 mol) of methyl thiazole-4-carboxylate and 12 mL of 10% sodium hydroxide (0.03 mol) was added to a 100 mL three-necked flask and heated to reflux for 1 h.After cooling, a 20% HCl solution was added to the ice bath to neutralize pH = 3, and a solid was precipitated, suction filtered, and washed with a small amount of water.Drying gave the product thiazole-4-carboxylic acid 1.729 in a yield of 96.1%.

As the paragraph descriping shows that 59418-09-6 is playing an increasingly important role.

Reference：
Patent; Jiangsu Nuoen Crop Science Co., Ltd.; Meng Xianfeng; (9 pag.)CN109574953; (2019); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

59418-09-6, Methyl 4-thiazolecarboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1,3-bis(dicyclohexylphosphino)propane (dcypp: 20.0 mol%, 21.9mg) was dissolved in o-dichlorobenzene (1.0 mL) in a two-necked flask equipped under argon atmosphere. Then, RhH(CO)(PPh3)3 (10.0 mol%, 23.0 mg), 4-phenylthiazole 1a (0.25 mmol, 40.3 mg)and 2-methylthiothiazole 5 (0.75 mmol, 78 L) were added to the solution, and the mixture was heated at reflux for 3 h. Then, the solvent was removed under reduced pressure, and the residue was purified byflash columm chromatography on silica gel giving 2-(methylthio)-4-phenylthiazole 3a (38.5 mg, 74%). 3a11, 59418-09-6

As the paragraph descriping shows that 59418-09-6 is playing an increasingly important role.

Reference：
Article; Arisawa, Mieko; Nihei, Yuri; Yamaguchi, Masahiko; Heterocycles; vol. 90; 2; (2015); p. 939 – 949;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

59418-09-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59418-09-6,Methyl 4-thiazolecarboxylate,as a common compound, the synthetic route is as follows.

Methyl(R)-2-(3-((tert-butoxycarbonyl)(methyl)amino)-4-methylpentanoyl)thiazole-4- carboxylate (3e): To a stirred solution of aldehyde 1 (80 mg, 0.35 mmol) and methyl thiazole-4-carboxylate 2e (25 mg, 0.17 mmol) in anhydrous benzene (1.0 mL) at 25 C were added portion-wise over 15 min TMSN3 (0.05 mL, 0.35 mmol) followed by phenyliodinebis(trifluoroacetate) (PIFA, 150 mg, 0.35 mmol). After stirring for 16 h at 25 C, TLC analysis indicated complete consumption of aldehyde 1, while unreacted methyl thiazole-4-carboxylate 2e was still present in the reaction mixture. Consequently, more aldehyde 1 (80 mg, 0.35 mmol), TMSN3 (0.046 mL, 0.35 mmol) and PIFA (150 mg, 0.35 mmol) were added portion-wise over 15 min at 25 C and stirring was continued for an additional 12 h. The reaction mixture was cooled to 0 C and quenched with Et3N (0.2 mL). The solvent was removed under reduced pressure and the resulting residue was purified by flash column chromatography (silica gel, 10?40% EtOAc in hexanes) to produce ketone 3e (7.7 mg, 12% yield) as a colorless oil. 3e: Rf- 0.35 (silica gel, 25% EtOAc in hexanes); [cc]D – 12.0 (c = 1.0, CHCI3); FT-IR (neat) f^,: 2960, 2921, 2851, 1743, 1690, 1460, 1366, 1335, 1248, 1218, 1145, 995, 770 cm 1; NMR: (CDCI3, 600 MHz) delta = 8.42 (d, J = 13.4 Hz, 1H), 4.27 (s, 1H), 3.97 (d, J = 4.3 Hz, 3H), 3.66 – 3.08 (m, 2H), 2.72 (d, J = 1.7 Hz, 3H), 1.88 (dt, J = 16.5, 7.6 Hz, 1H), 1.34 (d, J = 15.0 Hz, 9H), 1.03 (dd, J = 16.7, 6.6 Hz, 3H), 0.89 (dd, J = 6.7, 2.6 Hz, 3H); 13C NMR: (CDCI3, 150 MHz) delta = 192.0, 167.2, 161.2, 155.8, 148.3, 133.4, 79.5, 59.7, 58.8, 52.6, 39.8, 31.1, 28.2, 20.2, 19.6; HRMS calcd for Ci7H26N205S [ +Na+] 393.1460 found 393.1448.

The synthetic route of 59418-09-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WILLIAM MARSH RICE UNIVERSITY; NICOLAOU, Kyriacos, C.; VOURLOUMIS, Dionosios; YIN, Jun; ERANDE, Rohan; MANDAL, Debashis; KLAHN, Philipp; (322 pag.)WO2016/138288; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica