Category: thiazole

3622-30-8, 2,4-Dichlorobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 164 (+)-(4aR)-(10bR)-4-methyl-8-(4-chloro-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,-5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2,4-dichlorobenzo-thiazole (94 mg, 0.46 mmol) and 1 mL of anhydrous dimethyl formamide, fitted with a reflux condenser, and the stirred mixture was heated at 60°, under nitrogen, for 48 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (80percent ethyl acetate/hexanes eluent) to give 80 mg (49percent) of the title compound as an amorphous solid. mp 207°-209°. FDMS: m/e=429 alpha[D]589 =+63.86 (c=0.57, chloroform).

3622-30-8, 3622-30-8 2,4-Dichlorobenzothiazole 77177, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Eli Lilly and Company; US5550134; (1996); A;,
Thiazole | C3H3NS – PubChem
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.907545-27-1,Ethyl 2-chloro-5-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

(38b) Ethyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methyl-1,3-thiazole-4-carboxylate tert-Butyl cis(+/-)-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate obtained by the method described in Example (1g) (80 mg, 0.21 mmol) was dissolved in methanol (1 mL). A 4 N hydrochloric acid/ethyl acetate solution (3 mL) was added, and the mixture was stirred at room temperature for one hour. Following concentration under reduced pressure, the residue was dissolved in DMF (2 mL). Diisopropylethylamine (0.16 mL, 0.92 mmol) and ethyl 2-chloro-5-methyl-1,3-thiazole-4-carboxylate obtained in Example (38a) (70 mg, 0.34 mmol) were added, and the mixture was stirred using a microwave reactor at 160C for three hours. Dilute hydrochloric acid was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with water, saturated aqueous sodium bicarbonate solution and brine, and dried over anhydrous sodium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate = 4/1, 1/1, ethyl acetate) to obtain 15.3 mg of the title compound as a pale yellow solid (16%). 1H NMR spectrum (400 MHz, CDCl3) delta ppm: 1.26 (3H, t, J = 7.60 Hz), 1.37 (3H, t, J = 7.11 Hz), 1.76-1.78 (1H, m), 2.03-2.07 (1H, m), 2.59 (3H, s), 2.69 (2H, q, J = 7.60 Hz), 3.06 (1H, dd, J = 14.21, 1.38 Hz), 3.12-3.16 (1H, m), 3.43 (3H, s), 3.49 (1H, br s), 3.91-3.94 (1H, m), 4.19-4.28 (1H, m), 4.30-4.40 (3H, m), 7.49 (1H, d, J = 8.71 Hz), 11.19 (1H, br s).

907545-27-1, The synthetic route of 907545-27-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Daiichi Sankyo Company, Limited; EP2226322; (2010); A1;,
Thiazole | C3H3NS – PubChem
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2941-58-4,2-Bromo-6-methoxybenzothiazole,as a common compound, the synthetic route is as follows.

Under N2, in a sealed tube, to 22 (19.7 mmol) in DMF 50 ml, 1-iodo-4-nitrobenzene (21.6 mmol), cesium carbonate (19.6 mmol), palladium acetate (0.98 mmol), copper bromide (0.2 mmol) and tributylphosphine (1.9 mmol) were added. The reaction was stirred at 150 C. overnight and, after cooling to room temperature, the mixture was extracted with ethyl acetate. The organic layer was then washed (3 times) with water, dried over Na2SO4 and the solvent removed via a rotary evaporator. The residue was purified by chromatography on silica gel using 9:1 hexane/ethyl acetate as the eluent to yield 4.62 g (81%) of 23 as a yellow solid. NMR 1H (DMSO), delta=3.83 (3H, s); 7.21 (1H, J=8.6 Hz); 7.73 (s, 1 H); 8.04 (2H, d, J=8.7 Hz); 8.25 (1H, d, J=8.6 Hz); 8.35 (2H, d, J=8.7 Hz). NMR ?13C(DMSO), delta=55.3; 104.7; 115.7; 1 16.7; 123.4; 124.1 (2C); 124.5; 127.8; 128.6 (2C); 144.0; 147.5; 157.5., 2941-58-4

The synthetic route of 2941-58-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Tamagnan, Gilles D.; Alagille, David; Costa, Herve Da; US2007/258887; (2007); A1;,
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40283-41-8, 2-Aminothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2-aminothiazole-4-carboxylic acid (40 mg, 028 mmol) and HBTU (201 mg, 0.53 mmol) in a mixed solvent of dimethyl sulfoxide (2 mL) and tetrahydrofuran (4 mL) was stirred for 10 min at rt, then (+/-) -cis-6- ( (3-aminocyclohexyl) amino) -2- (5, 7-difluoro-1-tosyl-1H-indol-3-yl) -5-fluoro-4-phenylnicotinonitrile (108 mg, 0.18 mmol) and DIPEA (0.10 mL, 0.61 mmol) were added into the mixture. The resulting mixture was stirred at rt overnight. To the reaction mixture was added water (30 mL) , and the mixture was extracted with EtOAc (30 mL × 3) . The combined organic layers were washed with a saturated aqueous sodium chloride solution (60 mL) , dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuo to dry, and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 5/1 1/5) to give the title compound as a white solid (37 mg, 28 %). 1H NMR (400 MHz, CDCl3) delta (ppm) : 8.67 (s, 1H) , 7.92 (d, J 7.9 Hz, 2H) , 7.71 (dd, J 8.9, 2.2 Hz, 1H) , 7.54 (s, 5H) , 7.32 (m, 3H) , 7.04 (d, J 8.1 Hz, 1H) , 6.85 (ddd, J 11.4, 9.0, 2.3 Hz, 1H) , 5.23 (dd, J 7.8, 2.4 Hz, 1H) , 5.03 (s, 2H) , 4.28 (m, 1H) , 4.03 (m, 1H) , 2.51 (d, J 11.5 Hz, 1H) , 2.39 (s, 3H) , 2.28 (d, J 12.0 Hz, 1H) , 2.12 (d, J 11.1 Hz, 1H) , 1.93 (d, J 14.1 Hz, 1H) , 1.76 (s, 2H) , 1.59 (d, J 13.4 Hz, 1H)., 40283-41-8

40283-41-8 2-Aminothiazole-4-carboxylic acid 1501882, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (161 pag.)WO2018/41091; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1011-40-1, 2-Phenylthiazole-5-carbaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Weighed 2,4-imidazolinedione 20 mmol,2-Phenylthiazole-5-carbaldehyde (2-phenylthiazole-5-carbaldehyde)Piperidine 16 mmol in a round bottom flask,Was dissolved in EtOH (150 mL)The mixture was refluxed for 24 h.A small amount of water was added and acidified with acetic acid to give the crude product. After recrystallization from methanol, compound 57 was obtained in a yield of 41%.

1011-40-1, As the paragraph descriping shows that 1011-40-1 is playing an increasingly important role.

Reference：
Patent; West China Hospital, Sichuan University; Chen, Yi; Liu, Jie; (32 pag.)CN106279132; (2017); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

942631-50-7, tert-Butyl thiazol-5-ylcarbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

942631-50-7, [0003 10] Synthesis of thiazol-5-amine hydrochloride (380): To a stirred solution of compound 379 (300 mg, 1.5 mmol) in MeOH (5 mL) was added 4 N HC1 in 1, 4-Dioxane (5 mL) under argon atmosphere at 0 C; warmed to RT and stirred for 3 h. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo to obtain the crude. The crude was washed with n-pentane (2 x 5 mL) and dried in vacuo to afford compound 380 (150 mg, HC1 salt) as pale yellow solid. TLC: 50% EtOAc/ hexanes (R 0.1); 1H-NMR (DMSO-d6, 500 MHz): oe 9.10 (s, 1H), 7.22 (s, 1H).

942631-50-7 tert-Butyl thiazol-5-ylcarbamate 53432624, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; ASSEMBLY BIOSCIENCES, INC.; TURNER, William W.; ARNOLD, Lee Daniel; MAAG, Hans; ZLOTNICK, Adam; WO2015/138895; (2015); A1;,
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Thiazole | chemical compound | Britannica

3034-53-5, 2-Bromothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) A mixture of 2-bromothiazole (0.9 ml, 10 mmols), 4-formylphenylboronic acid (1.65 g, 11 mmols), sodium carbonate (2.65 g, 25 mmols), toluene (150 ml), ethanol (30 ml) and water (30 ml) was stirred in an argon atmosphere at room temperature for 30 minutes. Tetrakis(triphenylphosphine)palladium(0) (0.58 mg, 0.5 mmols) was added thereto and heated under reflux for 15 hours. The reaction mixture was cooled, poured into water, and extracted with ethyl acetate. The extract was washed with water and brine, then dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography, and then recrystallized from ethyl acetate/hexane to give 4-(2-thiazolyl)benzaldehyde (1.4 g, 74 %).m.p. 91.5-92.5C Elemental Analysis for C10H7NOS: Calcd.: C, 63.47; H, 3.73; N, 7.40 Found: C, 63.67; H, 3.60; N, 7.316 1H-NMR (CDCl3) delta: 7.46(1H,d,J=3.2Hz), 7.95-7.99(3H,m),

3034-53-5, As the paragraph descriping shows that 3034-53-5 is playing an increasingly important role.

Reference：
Patent; Takeda Chemical Industries, Ltd.; EP1123918; (2001); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

494769-34-5,494769-34-5, N-Boc-2-Amino-4-formylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

nBuLi (575 muL of a 1.6 M solution in hexanes; 0.920 mmol) was added dropwise to a cold (-78 C.) solution of Me(O)P(OEt)2 (134 muL; 0.920 mmol) in THF (0.30 mL). After 20 min a solution of Example 39 Part A compound (100 mg; 0.438 mmol) in THF (0.70 mL) was added dropwise. After 1 h at -78 C, the reaction was quenched by addition of AcOH (63 muL; 1.10 mmol). The reaction was warmed to RT and concentrated using a stream of Ar. The residue was partitioned between EtOAc (5 mL) and brine (4 mL). The organic phase was dried (MgSO4) and concentrated in vacuo. The crude product was chromatographed (SiO2; continuous gradient from 0 to 100% EtOAc in hexanes over 8 min, switch to 4% MeOH in EtOAc and hold for 6 min) to give Part A compound (104 mg; 62%) as a syrup.

The synthetic route of 494769-34-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bristol-Myers Squibb Company; US2008/9465; (2008); 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.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.

64987-16-2, A solution of 10 (1.044 g, 5.00 mmol) and Na2CO3 (0.530 g,5.00 mmol) in DMF (20 mL) was stirred at room temperature for 15 min. 2,2,2-Trichloro-1-(4,5-dibromo-1H-pyrrol-2-yl)ethan-1-one (1.852 g, 5.00 mmol) was added and mixture was stirred at 80 C overnight. Solvent was removed under reduced pressure, residue was suspended in ethyl acetate (60 mL) and successively washed with 10% citric acid (2 x 30 mL), saturated aqueous NaHCO3 solution (2 x 30 mL) and brine (30 mL), dried over Na2SO4, filtered and the solvent removed under reduced pressure. The crude product was recrystallized from methanol. Yield: 1.630 g (77.0%); white crystals; m.p. 200-202 C; IR (ATR) nu 3352, 3232, 3129, 2982, 1698, 1650, 1543, 1505, 1442, 1410, 1368, 1274,1218, 1172, 1116, 1085, 1010, 980, 886, 854, 823, 782, 729,687 cm-1; 1H NMR (400 MHz, DMSO-d6): delta 3.63 (s, 3H, CH3), 3.75 (s, 2H, CH2), 7.04 (s, 1H, thiazole-H), 7.45 (d, 1H, J = 2.6 Hz, pyrrole-H), 12.42 (s, 1H, NH), 13.12 (s, 1H, NH) ppm; 13C NMR (100 MHz, DMSO-d6): delta 36.4, 51.7, 98.8, 107.8, 110.8, 115.4, 125.8, 143.7, 156.6, 157.8, 170.5 ppm; HRMS (ESI-) m/z for C11H8N3O3SBr2 ([M-H]-): calcd 419.8653, found 419.8650; HPLC: method A, tr 13.09 min (95.4% at 254 nm).

The synthetic route of 64987-16-2 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Toma?i?, Tihomir; Mirt, Matic; Baran?okova, Michaela; Ila?, Janez; Zidar, Nace; Tammela, Paeivi; Kikelj, Danijel; Bioorganic and Medicinal Chemistry; vol. 25; 1; (2017); p. 338 – 349;,
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.99073-88-8,Ethyl 2-bromo-6-benzothiazolecarboxylate,as a common compound, the synthetic route is as follows.

99073-88-8, Under nitrogen atmosphere, to a solution of this compound (4.00 g) in DMSO (100 mL)-CH3CN (100 mL) were added successively Pd(PPh3)4 (485 mg) and sodium formate (4.76 g), and the mixture was stirred at 100C for 75 minutes. The solvent was evaporated under reduced pressure, and thereto was added water, and the mixture was extracted four times with Et2O, and dried over MgSO4. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (hexane/ethyl acetate = 10/1) to give ethyl 1,3-benzothiazole-6-carboxylate (1.21 g, 42 %). 1H NMR (CDCl3, 400MHz) delta 9.15 (s, 1H), 8.71 (dd, 1H, J=1.6, 0.5Hz), 8.21 (dd, 1H, J=8.6, 1.6Hz), 8.17 (dd, 1H, J=8.6, 0.5Hz), 4.44 (q, 2H, J=7.1Hz), 1.44 (t, 3H, J=7.1Hz).

The synthetic route of 99073-88-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1479384; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica