Heterocyclic Building Blocks-Thiazole

344-72-9, Ethyl 2-amino-4-(trifluoromethyl)thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 39 Preparation of Ethyl 2-Iodo-4-Trifluoromethyl-5-Thiazolecarboxylate To a cold (-5 C.) solution of 4.0 g (0.0166 mole) of ethyl 2-amino-4-trifluoromethyl-5-thiazolecarboxylate, prepared according to U.S. Pat. No. 2,726,237, in 30 ml. of 85% phosphoric acid and 30 ml. of 70% nitric acid was added a solution of 1.26 g (0.0166 mole) of sodium nitrite in 10 ml. of water in 10 minutes. The reaction mixture was stirred for 10 minutes and poured into a solution of 10 g of potassium iodide in 100 ml. of water. The reaction mixture was stirred overnight and extracted with ether. The ether solution was dried and concentrated and the residue was chromatographed on silica gel to give 1.5 g of the desired product, m.p. 75-76 C. Anal. Calc’d. for C7 H5 F3 INO3 S: C, 23.94; H, 1.44; N, 3.99; I, 36.15. Found: C, 23.93; H, 1.44; N, 3.95; I, 36.08.

344-72-9, The synthetic route of 344-72-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Monsanto Company; US4437875; (1984); A;; ; Patent; Monsanto Company; US4437876; (1984); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

16311-69-6, 5-(2-Hydroxyethyl)-3,4-dimethylthiazol-3-ium iodide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 1,5-dimethyl-4-(hydroxyethyl) thiazolium iodide (2.5 mmol, 700 mg), methylsulfonyl chloride (3 mmol, 0.25 ml) and triethylamine (5 mmol, 0.35 ml) in CH3CN(20 ml) was stirred at 0 C for 2 h, under argon. After rotary evaporation, the crude product was dissolved in ethanol (25 ml). Potassium thioacetate (3 mmol, 343 mg) was added dropwise and the mixture was allowed to reflux for 72 h. The product mixture was rotary evaporated to dryness, then the resultant crude solid was dissolved in formic acid (5 ml). Performic acid was generated by stirring hydrogen peroxide (14 mmol, 1.8 ml) and formic acid (30 mmol, 1.4 ml) at room temperature for 1 h. The performic acid solution was cooled to 0 C and added to the reaction mixture. The mixture was left stirring for 48 h. Excess solvent was removed by rotary evaporation and the final crude product was purified by HPLC. 1H NMR (300 MHz,DMSO-d6) delta 9.90 (s, H), 4.05 (s, 3 H), 3.14-3.19 (t, J = 7.1 Hz, 2 H),2.70-2.75 (t, J = 7.0 Hz, 2 H), 2.41 (s, 3 H).

16311-69-6, 16311-69-6 5-(2-Hydroxyethyl)-3,4-dimethylthiazol-3-ium iodide 9838770, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Zeng, Hao; Wang, Kai; Tian, Yuan; Niu, Yijie; Greene, Landon; Hu, Zhichao; Lee, Jeehiun K.; International Journal of Mass Spectrometry; vol. 378; (2015); p. 169 – 174;,
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.106092-09-5,(S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole,as a common compound, the synthetic route is as follows.

General procedure: To a solution of carboxylic acid (1 mmol) in CH2Cl2 (10 ml) were added Et3N (2 mmol) and TBTU (1.1 mmol) and the mixture was stirred at room temperature for 15 min. Then amine 1 or 3 (1 mmol)and Et3N (2 mmol) were added and the reaction mixture was stirred at room temperature for 2.5 h. The reaction mixture was diluted with CH2Cl2 (15 ml) and washed with saturated aqueous NaHCO3 solution (2×15 ml). Combined water phases were extracted with CH2Cl2 (1 20 ml). Combined organic phases weredried over Na2SO4, filtered and the solvent removed under reduced pressure.

106092-09-5, The synthetic route of 106092-09-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hodnik, ?iga; Toma?i?, Tihomir; Ma?i?, Lucija Peterlin; Chan, Fiona; Kirby, Robert W.; Madge, David J.; Kikelj, Danijel; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 154 – 164;,
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.81449-93-6,Ethyl 2-chlorothiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

Dissolve ethyl 2-CHLOROTHIAZOLE-5-CARBOXYLATE (0.927 g, 4. 84 mmol) in methanol. Cool the solution to 0 C, then bubble NH3 into the reaction mixture for 10 minutes. Then seal the reaction vessel and stir for 3 hours. Concentrate the reaction mixture to give the title product : LH NMR (CDC13) : 8. 21 (s, 1H), 8.19 (s, 1H), 7.77 (s, 1H) ; HPLC [YMC-Pro pack C-18 (150 x 4.6 mm, S-5 microm), 0.05% TFA/acetonitrile in 0.05% TFA/WATER at 1.0 ML/MIN, 10-20% over 5 min, 20-95% over 18], tR = 6.9 min, 100% purity, 81449-93-6

Big data shows that 81449-93-6 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/80996; (2004); 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.440100-94-7,2-Bromothiazole-5-carbonitrile,as a common compound, the synthetic route is as follows.

i) To a solution of palladium (II) trifluoroacetate (66.0 mg, 0.20 mmol) and tri-t- butylphosphonium tetrafluoroborate (58.0 mg, 0.20 mmol) in anhydrous toluene (10 mL) under an argon atmosphere was added 2-bromo-l,3-thiazole-5-carbonitrile (756 mg, 4.00 mmol) followed by potassium phosphate tribasic (934 mg, 4.40 mmol) then tert-butyl piperazine-1-carboxylate (3.00 g, 16.00 mmol). The reaction mixture was heated at 8O0C for 16 hours. The reaction mixture was diluted with EtOAc (100 mL), water (100 mL) and the layers separated. The aqueous layer was extracted with EtOAc (100 mL), the combined organics washed with water (100 mL) and dried (MgSO4) to give a crude gum. The crude material was purified by flash column chromatography (isohexane to 50 % ethyl acetate then to ethyl acetate) to furnish the desired compound as a white solid (1.00 g, 85 % yield). MS (+ve ESI) (des Boc material) : 195 (M+H)+1R NMR (400.13 MHz, CDCl3) delta 1.48 (s, 9H), 3.57 (m, 8H), 7.69 (s, IH), 440100-94-7

As the paragraph descriping shows that 440100-94-7 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/1127; (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.4175-77-3,2,4-Dibromothiazole,as a common compound, the synthetic route is as follows.

A flask containing 238 mg of tetrakis(triphenylphosphine)palladium, 0.55 g of phenylboronic acid, and 1.00 g of 2,4-dibromothiazole was purged with nitrogen and then charged with 30 ml of toluene, 6.1 ml of ethanol, and 9.1 ml of a 2 M aqueous solution of sodium carbonate, and the mixture was stirred under reflux for 6 hours. After cooling to room temperature, 50 ml of water was added to the reaction mixture and two extractions were conducted with 50 ml of ethyl acetate. After being washed with 30 ml of saturated brine, the organic layer was dried over magnesium sulfate. After filtering the magnesium sulfate, the organic layer was concentrated and the residue was purified by column chromatography (Wakogel C-200; hexane:ethyl acetate=14:1) to give 0.71 g of 2-phenyl-4-bromothiazole., 4175-77-3

4175-77-3 2,4-Dibromothiazole 2763297, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; SDS Biotech K.K.; Sakai, Masaaki; Matsumura, Tomoaki; Midorikawa, Satohiro; Nomoto, Takashi; Muraki, Tomoko; Katsuki, Ryutaro; US2013/296271; (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.40004-69-1,2-Methyl-5-thiazolecarboxylic acid,as a common compound, the synthetic route is as follows.

Synthesis of (F); To a 0¡ã C. solution of Compound (D) (41 mmol) and 2-methyl-thiazole-5-carboxylic acid (E) (6.0 g, 42 mmol), HOBT (7.9 g, 50 mmol) and HBTU (18.0 g, 50 mmol) in tetrahydrofuran (800 mL) was added a solution of N,N-diethylisopropylamine (50 g) in tetrahydrofuran (200 mL) over 5 minutes until its pH reached approximately 8.5. The resulting mixture was stirred at same temperature overnight. It was then quenched with saturated aqueous sodium bicarbonate solution (200 mL), and most of the solvents were removed under reduced pressure. The residual mixture was extracted with ethyl acetate (3.x.400 mL). The combined organic layers were washed with saturated aqueous sodium bicarbonate (200 mL) and brine (100 mL), dried over sodium sulfate and filtered through Celite-545. The solvents were removed under reduced pressure and residue was purified by flash chromatography (silica gel, ethyl acetate with 2percent methanol). Compound (F) (17.1 g) was isolated and characterized by LC/MS (LRMS (MH) m/z: 436.15)., 40004-69-1

40004-69-1 2-Methyl-5-thiazolecarboxylic acid 98845, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Onyx Therapeutics, Inc.; US2010/240903; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

131184-73-1, (2-Aminothiazol-5-yl)methanol is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a DMF (4 mL) solution of (frans)-3-(quinolin-8-yloxy)cyclobutanecarboxylic acid (Intermediate 79) (80 mg, 0.33 mmol) was added HATU (150 mg, 0.395 mmol) and N,N- diisopropylethylamine (0.17 mL, 1 .0 mmol). After 5 minutes, (2-aminothiazol-5-yl)methanol (51 .4 mg, 0.395 mmol) was added, and the mixture was stirred for 3 h, quenched with water, extracted with EtOAc, dried over Na2SC>4, filtered and concentrated. The residue was purified on silica gel, eluting with a 0%-100% EtOAc:EtOH (3:1)-hexanes gradient to give the title compound (26 mg, 21 %). 1H NMR (400 MHz, CD3SOCD3) delta 2.39-2.51 (m, 2 H), 2.79 (qd, J = 7, 5 Hz, 2 H), 3.40-3.48 (m, 1 H), 4.57 (d, J = 5 Hz, 2 H), 5.00-5.10 (m, 1 H), 5.35 (t, J = 5 Hz, 1 H), 6.97 (dd, J = 1, 2 Hz, 1 H), 7.26 (s, 1 H), 7.42-7.59 (m, 3 H), 8.29 (dd, J = 8, 2 Hz, 1 H), 8.84 (dd, J = 4, 2 Hz, 1 H), 12.00 (s, 1 H); LC-MS (LC-ES) M+H = 356.

131184-73-1, The synthetic route of 131184-73-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,14527-41-4

To a solution of 47 mg (0.36 mmol, 1.1 eq.) of thiazole-5-carboxylic acid in 3 mL of THF at0 C were added 72 mg (0.47 mmol, 1.5 eq.) of hydroxybenzotriazole hydrate and 103 mg(0.54 mmol, 1.7 eq.) of 1 -ethyl-3 -(3 -dimethylaminopropyl)carbodiimide hydrochloride. Theresulting mixture was stirred for 15 mm and 0.16 mL (0.9 mmol, 2.8 eq.) of N,Ndiisopropylethylamine was added, followed by 110mg (0.32 mmol, R:S1:4, 1 eq.) 4- amino-N-(3,4-diflurophenyl)chromane-8-carboxamide hydrochloride (XIIIa). The reaction mixture was allowed to warm to room temperature and stirred for 12 h. The mixture was then diluted with 20 mL of water, and extracted with 2 x 50 mL of methylene chloride. Thecombined organic extracts were dried (Na2SO4) and filtered, and the solvent was removed invacuo. The product was isolated by flash column chromatography (Si02, eluting with 50%EtOAc/hexanes) to provide 110 mg (83%) of N-(8-((3,4-difluorophenyl)carbamoyl)chroman-4-yl)thiazole-5-arboxamide (12). The enantiomers were subsequently separated by SFC(Waters SFC investigator). Method isocratic, Mobile phase MeOH: CO2 – 30:70. Column:CHIRALCEL 0TH (250 x 21) mm, 5 tim, flow rate: 50 g/min to provide 80 mg of (S)-N-(8-((3 ,4-difluorophenyl)carbamoyl)chroman-4-yl)thiazole-5-carboxamide (12). LCMS: m/z:416.5 [M+Hj LCMS, Method B: RT 2.05 mm; HPLC, Method E: RT 6.98 mm; 1H NMR(oH, 400 MHz, DMSO-d6) 2.08-2.15 (m, 1H), 2.17-2.23 (m, 1H), 4.42 (t, 2H), 5.31 (t, 1H),7.04 (t, 1H), 7.37-7.57 (m, 4H), 7.96 (t, 1H), 8.55 (s, 1H), 9.19 (d, 1H), 9.26 (s, 1H).

The synthetic route of 14527-41-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARBUTUS BIOPHARMA, INC.; COLE, Andrew G.; KULTGEN, Steven; (203 pag.)WO2018/52967; (2018); 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.2406-90-8,2-Chlorobenzo[d]thiazol-6-amine,as a common compound, the synthetic route is as follows.

Add oxalyl chloride (10 mL, 114.6 mmol) and DMF (4 drops) to a stirring suspension of4′-fluoro-biphenyl-4-carboxylic acid (4.9 g, 22.7 mmol) in CH2Cl2 (150 mL). Stir the reaction mixture at room temperature for 3 h. Concentrate the mixture in vacuo, add n-hexane, re- concentrate, and re-dissolve in CH2Cl2. Add the resultant 4′-fluoro-biphenyl-4-carbonyl chloride solution to a mixture of 2-chloro-benzothiazol-6-ylamine (3.31 g, 17.9 mmol) and pyridine (3.0 mL) in CH2Cl2 (150 mL). Stir the reaction mixture overnight at room temperature. Dilute the reaction mixture with CH2Cl2. Wash the reaction mixture twice with LOM HCl and once with LOM NaOH. Dry the mixture over Na2SO4, concentrate in vacuo, and triturate with MeOH to yield the desired product (6.34 g, 93%). 1H NMR (400 MHz, DMSO-d6): deltaltheta.59 (s, IH), 8.69 (d, J = 1.6Hz, IH), 8.09 (d, J= 8.0Hz, 2H), 7.96 (d, J = 8.8Hz, IH), 7.87-7.79 (m, 5H), 7.38-7.31 (m, 2H)., 2406-90-8

The synthetic route of 2406-90-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2006/66173; (2006); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica