Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.924287-65-0,Methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate,as a common compound, the synthetic route is as follows.

To a 50 mL round-bottom flask purged and maintained under an inert atmosphere of nitrogen was added (1S,4S,5R)-5-[[l-cyclopropyl-4-(2,6-dichlorophenyl)-1H-pyrazol-5- yl]methoxy]-2-azabicyclo [2.2.1] heptane 41g (80 mg, 0.21 mmol, 1.00 equiv.), DMA (2 mL), methyl 2-bromo-4-fluoro-l,3-benzothiazole-6-carboxylate 30c (74 mg, 0.26 mmol, 2.00 equiv.), and Cs2CO3 (137 mg, 0.42 mmol, 2.00 equiv.). The resulting mixture was heated at 60C overnight. Upon cooling to room temperature, the mixture was diluted with water (50 mL), extracted with ethyl acetate (50 mL x 3), and the combined organic extracts were washed with brine (30 mL x 3), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1 :5) to afford methyl 2-[(1S,4S,5R)-5-[[l-cyclopropyl-4-(2,6-dichlorophenyl)-1H- pyrazol-5-yl]methoxy]-2-azabicyclo[2.2.1]heptan-2-yl]-4-fluoro-l,3-benzothiazole-6- carboxylate 47a (50 mg, 40%) as an off-white solid.

924287-65-0 Methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate 57527206, athiazole compound, is more and more widely used in various.

Reference£º
Patent; ARDELYX, INC.; CHAO, Jianhua; (231 pag.)WO2019/55808; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

302964-20-1, tert-Butyl (5-(chlorocarbonyl)thiazol-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Solution of tert-butyl (5-(chlorocarbonyl)thiazol-2-yl)carbamate (1.2 eq.) in dichloromethane (0.35 M) was added dropwise to a stirred solution of starting compound (5a-e) and triethylamine (2 eq.) in dichloromethane (0.075 M) at 0 C. The reaction mixture was stirred for 15 h at room temperature followed by removal of solvent under reduced pressure to obtain a crude product, which was purified by flash column chromatography using dichloromethane/methanol (19/1) or EtOAc as eluant.

302964-20-1 tert-Butyl (5-(chlorocarbonyl)thiazol-2-yl)carbamate 45117870, athiazole compound, is more and more widely used in various.

Reference£º
Article; Trstenjak, Uro?; Ila?, Janez; Kikelj, Danijel; European Journal of Medicinal Chemistry; vol. 64; (2013); p. 302 – 313;,
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Thiazole | chemical compound | Britannica

93-85-6, 2-Aminobenzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(3)4-amino-3-thio-benzoic acid 25.0g potassium hydroxide was weighed, dissolved in 50ml water, slightly cooled, added with 8.3g (0.04mol) 2-amino-benzo[d]thiazole-6-formic acid under nitrogen gas protection, reacted under refluxing and stirring for 24h, after the end of reaction, cooled with ice bath, added with hydrochloric acid for acidification, stood and filtered to obtain a white solid product 5.2g (67.9percent).mp 280-284¡ãC. 1H-NMR delta (ppm, d6-DMSO): 6.75(d,J=8.69 Hz.1H), 7.46(d,J=1.96 Hz, 1H), 7.63 (dd, J1= 1.96Hz,J2=8.40Hz,1H), 12.13(br-s, 1H,CO2H).

The synthetic route of 93-85-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Institute Of Pharmacology And Toxicology Academy Of Military Medical Sciences P.L.A. China; EP2354136; (2011); A1;,
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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.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

B.[00199] To a solution of Part A compound (180 mg, 1.175 mmol) in acetone (5 mL) was added 2-amino-5-bromothiazole monohydrobromide (611 mg, 2.351 mmol) and Cs2CO3 (957 mg, 2.94 mmol). The mixture was stirred at reflux (55 0C) for 18 h, then was cooled to RT and was filtered. The filtrate was concentrated in vacuo. The residue was taken up in EtOAc and was washed with H2O and brine, then was dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by preparative HPLC (Phenomenex Luna AXIA 5u C18 30 x l00 mm column; detection at 220 nm; flow rate = 40 mL/min; continuous gradient from 30% B to 100% B over 10 min + 5 min hold time at 100% B, where A = 90: 10:0.1 H2O:MeOH:TFA and B = 90: 10:0.1 MeOH:H2O:TFA) to give Part B compound (200 mg, 67% yield) as a yellow solid.

61296-22-8 2-Amino-5-bromothiazole monohydrobromide 2723848, athiazole compound, is more and more widely used in various.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/154563; (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.144163-97-3,4-Nitrophenyl (thiazol-5-ylmethyl) carbonate,as a common compound, the synthetic route is as follows.

Example 21 Alternative Preparation of (2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)methoxycarbonyl)amino)-1,6-diphenyl-3-hydroxyhexane Alternative A The product of Example 17F (9.5 g, 33.4 mmol) and phenylboronic acid (4.1 g, 33.6 mmol) were combined in toluene (150 mL) and refluxed for 2.5 hours with azeotropic water removal (Dean-Stark trap). Toluene (100 mL) was distilled out at atmospheric pressure, then the remaining toluene was removed under vacuum, to provide a yellow syrup which was dissolved in DMF (50 mL) and cooled to -60 C. A solution of 5-(p-nitrophenyloxycarbonyloxymethyl)thiazole (9.5 g, 33.5 mmol) in DMF (50 mL) was added over 45 minutes. The resulting mixture was stirred for 8 hours at -55+-5 C., then 14 hours at -25 C., then was allowed to warm to room temperature. The reaction mixture was diluted with 1 N HCl (250 mL) and washed with CH2 Cl2 (2*80 mL). The combined organic layers were back-extracted with 1 N HCl (60 mL). The combined aqueous HCl layers were cooled in an ice-bath to 2 C., and conc. (37%) HCL (30 mL) was added over 5 minutes. The desired product (bis HCl salt) began to precipitate within 30 minutes. The slurry was stirred 3 hours at 2-5 C., then the product (bis HCl salt) was collected by filtration and dried in a vacuum oven at 55-60 C. Yield 11.4 g (68%).

#N/A

Reference£º
Patent; Abbott Laboratories; US5559158; (1996); A;,
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Thiazole | chemical compound | Britannica

2719-23-5, 2-Acetamidothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

STEP B: 3-isopropyl-1,3-dihydro-1-[(2-thiazolyl)-imino]-5-(trifluoromethyl)-furo-[3,4-b]-quinolin-9-ol 10.6 g of N-(2-thiazolyl)-acetamide, 325 ml of tetrahydrofuran and 106 ml of n-butyllithium in hexane titrating 1.4M and 11.4 g of 2-(1-chloro-2-methylpropyl)-8-(trifluoromethyl)-4H-3,1-benzoxazin-4-one of Step A in solution in 80 ml of tetrahydrofuran were reacted by the procedure of Step A of Example 6 of Belgian Pat. No. 896,941 to obtain 13.8 g of 2-[(2-chloro-1-oxo-3-methylbutyl)-amino]-beta-oxo-N-(2-thiazolyl)-3-(trifluoromethyl)-benzene propanamide melting at 186 C. 11.65 g of the latter product in 200 ml of tetrahydrofuran and 3.8 g of 4-dimethylaminopyridine were refluxed for 16 hours and the tetrahydrofuran was eliminated under reduced pressure. 200 ml of water were added to the residue, and the pH was adjusted to 1-2 with N hydrochloric acid addition. After separating, washing with water and drying under reduced pressure at 100 C., 10.2 g of 3-isopropyl-1,3-dihydro-1-[(2-thiazolyl)-imino]-5-(trifluoromethyl)-furo-[3,4-b]-quinolin-9-ol melting at 246 to 248 C. were obtained.

As the paragraph descriping shows that 2719-23-5 is playing an increasingly important role.

Reference£º
Patent; Roussel Uclaf; US4735951; (1988); A;,
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Thiazole | chemical compound | Britannica

298694-30-1, 4-Bromo-2-methylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-bromo-2-methyl-thiazole (1.5 g, 8.52 mmol), 4-chloropyridin-2- amine (1 .3 g, 10.22 mmol) and CS2003 (6.92 g, 21 .3 mmol) in 1,4 dioxane(30 ml) was degassed with nitrogen for 20 mm. Pd2(dba)3 (0.389 g, 0.42 mmol) and Xantphos (0.24 g, 0.42 mmol) were added and the resulting mixture was stirred at 90 00 for 16 h. When cooled to rt the mixture was filtered through celite, concentrated and purified by preparative HPLC to give the product as a solid (600 mg, 31%). 1H NMR (400 MHz, DMSO-d6) 6 10.15 (s, 1 H), 8.15 (d, 1 H), 7.37 (s, 1 H), 7.03 (d, 1 H), 6.85-6.84 (m, 1 H), 2.61 (s, 3 H). MS ES+ m/z226 [M+H].

The synthetic route of 298694-30-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SPRINT BIOSCIENCE AB; LINDSTROeM, Johan; FORSBLOM, Rickard; GINMAN, Tobias; RAHM, Fredrik; VIKLUND, Jenny; (93 pag.)WO2019/38389; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

106092-09-5, (S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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.

As the paragraph descriping shows that 106092-09-5 is playing an increasingly important role.

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.2933-29-1,2-Amino-4,5,6,7-tetrahydrobenzothiazole,as a common compound, the synthetic route is as follows.

General procedure: A cold solution of NaNO2 in 5mL water was added dropwise tothe well-cooled solution of 4, 5, 6, 7-tetrahydro-1, 3-benzothiazole-2-amine (1) in 10mL HCl and stirred for 2 h at 0-5 C. Aftercompletion of the diazotization, the resulting diazonium salt solutionwas slowly added to the ice-cold solution of coupling components(3a-3e) in acetic acid and stirred for another 2 h at thesame temperature. The pH of the reaction mixture was maintainedat 5e6 by adding the required volume of the saturated solution ofsodium bicarbonate. Further, the obtained colored precipitate ofthe respective azo dyes (4a-4e) was separated by filtration, washedwith distilled water, dried and recrystallized from ethanol. Theschematic representation of the synthesis of azo dyes was presentedin Scheme 1.

The synthetic route of 2933-29-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Maliyappa; Keshavayya; Mallikarjuna; Murali Krishna; Shivakumara; Sandeep, Telkar; Sailaja, Krishnamurty; Nazrulla, Mohammed Azeezulla; Journal of Molecular Structure; vol. 1179; (2019); p. 630 – 641;,
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.383865-57-4,4-Methoxy-7-morpholinobenzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

3-Hydroxymethyl-piperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide Using 4-methoxy-7-morpholin-4-yl-benzothiazol-2-ylamine and 3-hydroxymethyl-piperidine the title compound was obtained as white solid (69%). MS: m/e=436 (M+H+).

The synthetic route of 383865-57-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Alanine, Alexander; Flohr, Alexander; Miller, Aubry Kern; Norcross, Roger David; Riemer, Claus; US2002/45615; (2002); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica