Day: August 21, 2020

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

Example 131VStep 1. Thiazole-5-carboxylic acid methoxy-methyl-amide (155)[0373] Thiazole-5-carboxylic acid (2g, 15.48mmol), HBTU (14g, 38.8mmol), and DIEA (16mL, 92.88mmol) were dissolved in DMF (5OmL) and stirred at rt until all starting material had been consumed. O,N-Dimethyl-hydroxy1amine (6g, 61.92mmol) was then added to the reaction mixture and stirred for 16 hours. The reaction was then evaporated to dryness, and purified on silica gel to produce compound 155 (1.7g, 65% yield). H1-NMR (DMSO d6): 9.30 (m, 1H), 8.50 (m, 1H), 3.76 (m, 3H), 3.30 (m, 3H).

14527-41-4 5-Thiazolecarboxylic acid 84494, athiazole compound, is more and more widely used in various.

Reference£º
Patent; GENELABS TECHNOLOGIES, INC.; WO2006/76529; (2006); 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.56354-98-4,6-Aminobenzo[d]thiazol-2(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: A mixture comprising 60.0 mg (307 mumol) 4-chloro-6-ethyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (prepared according to intermediate exampLe 1a), 51 mg 6-amino-1,3-benzothiazol-2(3H)-one (CAS-No: 56354-98-4), 1.75 mL ethanol and 16.9 muL hydrochloric acid (4M in dioxane) was reacted at 110C for 10 hours. The residue was digested in a mixture of diethyl ether and ethanol and dried to give 85.3 mg (85%) of the title compound.

56354-98-4 6-Aminobenzo[d]thiazol-2(3H)-one 6453329, athiazole compound, is more and more widely used in various.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; WORTMANN, Lars; KETTSCHAU, Georg; PUeHLER, Florian; LIENAU, Philip; PETERSEN, Kirstin; HAeGEBARTH, Andrea; SUeLZLE, Detlev; WO2014/44691; (2014); 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.3364-80-5,Thiazole-4-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: A solution of substituted o-phenyldiamine (1.0 equiv), thiazole-4-aldehyde or pyridine-2-aldehyde (1.0 equiv) with sodium pyrosulfite in DMF was stirred at 120¡ã C overnight. On completion of the reaction monitored by TLC, the solvent was evaporated and the residue was purified by silica gel chromatography by DCM/MeOH system to afford the final product. If necessary, the crudeproduct could be recrystallized in DCM or dichloroethane to afford pure sample.

3364-80-5 Thiazole-4-carboxaldehyde 2763214, athiazole compound, is more and more widely used in various.

Reference£º
Article; Zhang, Chao; Zhong, Bo; Yang, Simin; Pan, Liangkun; Yu, Siwang; Li, Zhongjun; Li, Shuchun; Su, Bin; Meng, Xiangbao; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3774 – 3780;,
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Thiazole | chemical compound | Britannica

2516-40-7, 2-Bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2- (3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl) imidazo [1,2- a] pyridine 200 mg, 0.580 mmol) was added Palladium acetate (6 mg, 0.03 mmol),Triphenylphosphine (30 mg, 0.12 mmol),Sodium carbonate (124 mg, 1.16 mmol) was added, Dioxane and water in a ratio of 1: 1 in an amount of 5 mL,2-Bromobenzothiazole (124 mg, 0.580 mmol) was added,Stir at 90 ¡ã C under nitrogen gas.After the reaction is completed, the reaction mixture is cooled to room temperature. The reaction mixture is separated into water and ethyl acetate, and the extracted organic layers are combined and washed with water. After drying with magnesium sulfate, the mixture was concentrated and the concentrate was purified by silica gel column chromatography (dichloromethane: ethyl acetate, 20: 1 v / v)To obtain 2- (3- (benzothiazol-2-yl) phenyl) -8-cyanoimidazo [1,2-a] pyridine (98 mg, 59percent).

2516-40-7 2-Bromobenzothiazole 612040, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Korea Research Institute of Chemical Technology; Jeon Mun-guk; Kim Gwang-rok; Huh Yun-jeong; Lee Jun-mi; (27 pag.)KR2018/101671; (2018); A;,
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Thiazole | chemical compound | Britannica

103261-70-7, Ethyl benzo[d]thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Aldehyde preparation: To a solution of 4-chloro-3-nitrobeznoic acid (20 g, 99.2 mmol, 1.0 eq) in dimethylformamide (400 mL) was added potassium carbonate (35 g, 254 mmol, 2.55 eq). The mixture was stirred 30 min and ethyl iodide (18.6 g, 119 mmol, 1.20 eq) was added. The reaction mixture was stirred at 50 [C] for 4h. Water (3 L) was added and the mixture was extracted with diethyl ether (2 x 500 mL). The organic extracts were combined, washed with brine (1 L), dried over anhydrous sodium sulfate and concentrated. The residue was crystallized from hexanes to provide 19.7 g (86%) of the ester. Data [: IH] NMR (500 MHz, CDC13) [8] 8.51 (d, 1H), 8.17 (dd, 1H), 7.65 (d, 1H), 4.43 (q, 2H), 1.42 (t, 3H). Sulfur (1.60 g, 49.9 mmol, 0.58 eq) was dissolved in a solution of sodium sulfide [NONAHYDRATE] (12.0 g, 50.0 mmol, 0.58 eq) in water (60 [ML).] This solution was combined with a solution of ethyl 4-chloro-3-nitrobenzoate (19.6 g, 85.4 mmol, 1.00 eq) in ethanol (100 mL). The resulting mixture was heated at reflux for 3 h. The hot reaction mixture was poured into water (600 mL) and stirred for 15 min. The product was isolated by filtration and recrystallized from ethanol to provide 16.45 g (77%) of the disulfide. Data: [‘H NMR] (500 MHz, CDC13) [5] 8.96 (d, 1H), 8.19 (dd, 1H), 7.88 (d, 1H), 4.43 (q, 2H), 1.41 (t, 3H). A mixture of diethyl 4,4’-dithiobis (3-nitrobenzoate) (11.2 g, 24.75 mmol, 1.00 eq) and zinc granules (15.0 g, 234 mmol, 9.47 eq) in formic acid (600 mL) was heated to reflux for 48 h. The mixture was cooled to room temperature and concentrated to dryness on vacuum rotary evaporator. The residue was partitioned between ethyl acetate (500 mL) and saturated aqueous sodium bicarbonate (500 mL). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated on vacuum rotary evaporator. The residue was purified by chromatography on neutral Alumina (1/0 to 0/1 hexanes/dichloromethane) to provide 5.30 g (51%) of the benzthiazole ester. Data: 1H NMR (500 MHz, [CDC13)] [8] [9. 08 (S, 1H),] 8.83 (d, 1H), 8.14 (dd, 1H), 8.02 (d, 1H), 4.45 (q, 2H), 1.44 (t, 3H); MS [(EI)] m/z 208 [(M++1).] Diisobutylaluminum hydride (1.0 M in dichloromethane, 6.0 mL, 6 mmol, 1.05 eq) was added over 15 min to a solution of the ester (1.18 g, 5.70 mmol) in dichloromethane (40 mL) [AT-35] [C.] The reaction mixture was allowed to warm to rt and was maintained overnight. Analysis of the reaction progress by thin layer chromatography revealed the presence of starting material. The reaction mixture was cooled to [0 C] and was treated with additional diisobutylaluminum hydride (6.0 mL, 6 mmol). After 4 h at rt, the reaction was quenched by the addition of water (10 mL) and the slurry was poured onto 5% sodium hydroxide and dichloromethane (200 mL) and maintained for 30 min with vigorous stirring. The organic layer was separated, washed with brine, dried (sodium sulfate), and concentrated. The residue was dissolved in dichloromethane (100 mL) and was treated with manganese [(IV)] oxide (3.0 g) and powdered [4A] seives (3.0 g). The reaction mixture was filtered through Celite (100 mL dichloromethane rinse) after 14 h and the filtrate was extracted with 0.6 N aqueous sodium hydrogen sulite (2 x 150 mL). The combined aqueous layers were back-extracted with dichloromethane [(50] mL), were made basic (pH 11) by the addition of 50% sodium hydroxide, and were extracted with ethyl acetate (2 x 100 mL). The ethyl acetate layers were dried (sodium sulfate) and concentrated to provide 268 mg (29%) of the aldehyde as a tan solid. Data [: IHNMR (CDCL3) 6] 10.18 (s, 1H), 9.13 (s, [1H),] 8.61 (d, J= 1.0, 1H), 8.11 (d, J= 8.0, 1H), 8.01 (dd, J= 8.5, 1.5, 1H). Condensation: According to procedure A. Data: Yield: 86%. 1H NMR (CD30D) 8 8.97 (s, 1H), 8.75 (s, [1H),] 8.60 (s, [1H),] 8.06 (d, [J=] 0.6, [1H),] 7. 87 (d, [J=] 8.4, [1H),] 7.82 (dt, Jd = 7.8, Jt = 1. 8, 1H), 7.30 (dd, J= 7.8, 4.8, 1H), 7.26 (dd, J= 8.4, 1.6, 1H), 6.76 (s, 1H), 3.86 (t, J= 5.5, 2H), 2.85 (m, 2H), 1.79 (m, 2H); MS [(EL)] m/z 306 [(M+ +] 1).

The synthetic route of 103261-70-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2004/19943; (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.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;,
Thiazole | C3H3NS – PubChem
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;,
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.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%).

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Reference£º
Patent; Abbott Laboratories; US5559158; (1996); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica