Day: March 17, 2022

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 36 Benzothiazol-6-yl- { (S)-3- [3- (4-fluoro-phenyl)-1, 2, 4-oxadiazol-5-yl]-piperidin-1-yl}- methanone; A mixture of S-3- [3- (4-fluoro-phenyl)- [1, 2, 4] oxadiazol-5-yl]-piperidine hydrochloride (100 mg, 0.35 mmol, already prepared before in the Example 12), benzothiazole-6-carboxylic acid (70 mg, 0.38 mmol), HOAT (72 mg, 0. 52 mmol), PS- DCC (ex Argonaut Technologies, 0.59 g, 0.70 mmol, loading = 1. 2 mmol/g) and DIEA (90 mL, 0.52 mmol) in dry dichloromethane (6 mL) was kept overnight under orbital shaking (IKA Vibrax VXR). The resin was filtered off and washed repeatedly with dichloromethane; the filtrate was washed with HCl 1N (10 mL x 2 times) and with K2CO3 5% (aq. ) (10 mL x 2 times), then was dried over sodium sulphate and evaporated under reduced pressure. The crude was purified by flash chromatography (silica gel, eluent: DCM/MeOH 95/5) to give 50 mg ofbenzothiazol-6-yl- { (S)-3- [3- (4-fluoro-phenyl)-1, 2, 4-oxadiazol-5-yl]-piperidin-1-yl}-methanone. Yield: 35 % (white powder); mp=63-64C ; [a] D20 = +105 (c=1.0, CHCl3) ; LCMS (Tr): 5.39 min (Method A); MS (ES+) gave m/z : 409.1. ‘H-NMR (CDC13, 300 MHz), 8 (ppm): 9. 08 (s, 1H); 8.17 (d, 1H); 8. 07 (d, 1H); 8. 05 (m, 2H); 7.57 (dd, 1H); 7.16 (dd, 2H); 5.00-3. 71 (m br, 2H); 3.58 (m, 1H); 3.31 (m, 2H); 2.35 (m, 1H) ; 2.10-1. 87 (m, 2H); 1.72 (m, 1H)., 3622-35-3

As the paragraph descriping shows that 3622-35-3 is playing an increasingly important role.

Reference：
Patent; ADDEX PHARMACEUTICALS SA; WO2005/44797; (2005); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14527-44-7, Methyl thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Part C Preparation of 5-thiazolemethanol To a solution of 11.73 g (82 mmol) of methyl 5-thiazolylcarboxylate in 105 mL of anhydrous tetrahydrofuran at 0 C. under nitrogen, was added 90 mL (90 mmol) of a 1.0M lithium aluminum hydride solution in diethyl ether over a 35 minute period. After stirring at room temperature for 30 minutes, the solution was cooled to 0 C., and carefully quenched by the addition of 3 mL of water, 3 mL of 20% sodium hydroxide solution, and 6 mL of water, then 100 mL of tetrahydrofuran was added. After stirring for 1 hour, the mixture was filtered, the solid was washed with tetrahydrofuran, and the filtrate concentrated to afford 7.56 g of 5-thiazolylmethanol., 14527-44-7

14527-44-7 Methyl thiazole-5-carboxylate 331117, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; G.D. Searle & Co.; US6046190; (2000); A;,
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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.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.,64987-16-2

Methyl-2-amino-4-thiazolacetate (420 mg, 2.5 mmol) was added to a solution of 2-methylnicotinaldehyde (300 mg, 2.5 mmol) in 1,2-dichloroethane (5 mL), followed by sodium triacetoxyborohydride (1.0 g, 5.0 mmol) at 0. The reaction mixture was allowed to come to rt and stirred for 10 h. The reaction mixture was quenched with 10% aqueous NaHCO3 solution and extracted with EtOAc. The combined extracts were dried over anhydrous sodium sulfate. Solvent was removed under reduced pressure and the crude product was purified by column chromatography (silica gel 60-120 mesh, eluent 5-10% MeOH in CH2Cl2) to afford methyl 2-(2-(((2-methylpyridin-3-yl)methyl)amino)thiazol-4-yl)acetate (80 mg) along with (2-methyl-pyridin-3-yl)-methanol as mixture. TLC: 100% EtOAc, Rf = 0.3. LC-MS purity >40%

As the paragraph descriping shows that 64987-16-2 is playing an increasingly important role.

Reference：
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19621; (2013); 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

(Intermediate Example 114) Methyl 2-amino-3-[(benzothiazole-6-carbonyl)amino]propionate Benzothiazole-6-carboxylic acid (358 mg), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (382 mg) and hydroxybenzotriazole (306 mg) were dissolved in N,N-dimethylformamide (10 ml) and stirred for 30 minutes with ice cooling. A solution of methyl 3-amino-2-t-butoxycarbonylaminopropionate (560 mg) in N, N-dimethylformamide (8 ml) was added thereto, and the mixture was stirred for 17 hours at a temperature ranging from ice cooling to room temperature. The reaction mixture was concentrated under reduced pressure, and the organic phase was extracted by adding water and ethyl acetate. The organic phase was washed with 10% citric acid solution, 4% sodium bicarbonate solution and water, and dried over sodium sulfate anhydrous. The reaction product was concentrated under reduced pressure to give methyl 3-[(benzothiazole-6-carbonyl)amino]-2-t-butoxycarbonylamino propionate (750 mg, Y.: 98.8%).

3622-35-3, The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SANWA KAGAKU KENKYUSHO CO., LTD.; EP1595866; (2005); 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.943-03-3,6-Methoxybenzo[d]thiazole-2-carbonitrile,as a common compound, the synthetic route is as follows.

943-03-3, In 500 ml is provided with a thermometer, dropping funnel, stirrer, drying tube in the four-port flask, add 150 ml acetonitrile, 2-cyano-6-methoxybenzothiazole 20g (105.14mmol), potassium iodide 26.18g (157.71mmol) stirring dissolved, add 0.65g (10.51mmol) ethyl mercaptan at -5 °C lower dropwise chlorotrimethylsilane 17.13g (157.71mmol) acetonitrile solution, after dripping, raising the temperature to 30 °C reaction 6 hours, after the reaction, quenching reaction adds by drops full and sodium carbonate aqueous solution, adjusted to pH 9, by adding ethyl acetate 100 ml extraction 3 time, combined with the phase, then using 100 ml water backwash organic phase 3 time, combined with the phase, drying, removing dissolved product 1 (15.38g, 83percent).

As the paragraph descriping shows that 943-03-3 is playing an increasingly important role.

Reference：
Patent; Changzhou High-Tech Research Institute Of Nanjing University; Wang, Kai; Chen, Qiang; Xue, jian; Lu, Guoyuan; Zhang, Xiuqin; (10 pag.)CN105384704; (2016); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14779-17-0, 2-Amino-5-methylbenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 2a,b (5 mmol) in phosphorus oxychloride (10 ml) was added a solution of the appropriate amine (5 mmol) and phosphorus pentoxide (5 mmol) in phosphorus oxychloride (5 ml), and the mixture was refluxed for 5 h. After cooling, the reaction mixture was poured onto ice/water and neutralized with 5% sodium hydroxide solution; the formed precipitate was filtered, washed with water and crystallized from the ethanol., 14779-17-0

14779-17-0 2-Amino-5-methylbenzothiazole 26889, athiazole compound, is more and more widely used in various fields.

Reference：
Article; Abbas, Safinaz E.; Abdel Gawad, Nagwa M.; George, Riham F.; Akar, Yahya A.; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 195 – 204;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

42270-37-1,42270-37-1, 2-(Piperazin-1-yl)thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[1175] The product from Example 33A (0.2 g, 1.18 mmol), the product from Example 33B (0.25 g, 1.48 mmol) and N,N-diisopropylethylamine (0.41 mL, 2.3 mmol) were combined in toluene (25 mL) and heated at reflux overnight. The reaction was allowed to cool to room temperature, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (elution with 50% ethyl acetate:hexanes) to provide 0.08 g (22%) of the desired material as a white solid. mp 151-153 C.; 1H NMR (300 MHz, DMSO-d6) delta2.28 (s, 3H), 2.65 (m, 4H), 3.20 (s, 2H), 3.48 (m, 4H), 6.85 (m, 2H), 7.18 (m, 2H), 7.48 (m, 2H), 9.65 (s, 1H); MS (DCI/NH3) m/e 317 (M+H)+; Anal calcd for C16H20N4OS: C, 60.73; H. 6.37; N, 17.71. Found: C, 60.66; H, 6.24; N, 17.35.

As the paragraph descriping shows that 42270-37-1 is playing an increasingly important role.

Reference：
Patent; Bhatia, Pramila A.; Daanen, Jerome F.; Hakeem, Ahmed A.; Kolasa, Teodozyj; Matulenko, Mark A.; Mortell, Kathleen H.; Patel, Meena V.; Stewart, Andrew O.; Wang, Xueqing; Xia, Zhiren; Zhang, Henry Q.; US2003/229094; (2003); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

119778-44-8, 4-Ethyl-2-methylthiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a borane tetrahydrofuran complex solution (1.2 M in THF, 5 mL) was added 4-ethyl-2-methylthiazole-5-carboxylic acid (400 mg) at 0C. The mixture was stirred at 0C to room temperature under argon atmosphere overnight. To the mixture was added IN HCl at room temperature, and the mixture was extracted with EtOAc. The organic layer was separated, washed successively with brine and water, dried over Na2S04 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (125 mg) . MS (ESI+) : [M+H]+ 158.2.

119778-44-8, 119778-44-8 4-Ethyl-2-methylthiazole-5-carboxylic acid 14648765, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKAKURA, Nobuyuki; BANNO, Yoshihiro; TERAO, Yoshito; OCHIDA, Atsuko; MORIMOTO, Sachie; KITAMURA, Shuji; TOMATA, Yoshihide; YASUMA, Tsuneo; IKOMA, Minoru; MASUDA, Kei; WO2013/125732; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14190-59-1, Thiazole-2-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzoic aldehyde (25 mmol) was added to the 25percent ammonia water solution (20 mL) containing potassium cyanide (KCN) (30 mmol) and ammonium chloride (37.5 mmol). The resulted mixture was stirred for 56 hours, and the reaction was tracked by TLC. The reactant was extracted with dichloromethane. Then the extract was dried over magnesium sulphate (MgSO4), and the solvent was concentrated to obtain compound 9 (2.9 g, yield 90percent). Compound 9 (6 mmol) was mixed with EDC (7.8 mmol), DMAP (0.6 mmol) and thiazole-2-formic acid (6 mmol). The resulted mixture was cooled under ice bath (0° C.), subsequently DMF was added thereto (15 mL). The progress of reaction was tracked by TLC. After the reaction was completed, the reactant was diluted with water, and extracted with ethyl acetate. The solvent was removed completely by concentration, and compound 10 was obtained by separation through column chromatograph (0.76 g, yield 50). Compound 10 (3.1 mmol) was mixed with triphenylphosphine (Ph3P) (7.75 mmol) and carbon tetrachloride (CCl4) (7.75 mmol), and the resulted mixture was dissolved in acetonitrile (20 mL). The reaction was conducted at 45° C. and tracked by TLC. After the reaction was completed, the solvent was removed by concentration, and compound 11 (Wang261) (yield 60percent) was obtained by separation through column chromatograph with petroleum ether/ethyl acetate (volume ratio 5:1). The following compounds were synthesized by the same method:, 14190-59-1

As the paragraph descriping shows that 14190-59-1 is playing an increasingly important role.

Reference：
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; US2008/306121; (2008); 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