Heterocyclic Building Blocks-Thiazole

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.

Compound 9a (20 g, 1.0 eq.), Compound 10 (34.4 g, 1.1 eq.) was added to methylene chloride (240 ml) and stirred at room temperature under nitrogen to give a clear solution. Diisopropylethylamine (17.3 g, 1.2 eq.) was added dropwise to the mixture, and the dropwise addition was completed. The reaction was incubated until the consumption of the starting material 9a was completed. The reaction mixture was washed sequentially with 1N hydrochloric acid (80 ml), saturated sodium bicarbonate (80 ml) and saturated brine (80 ml), and dried over anhydrous sodium sulfate. The mixture was filtered and the filtrate evaporated to remove the organic solvent under reduced pressure. The resulting crude solid was beaten for half an hour with t-butyl methyl ether (MTABE) (70 ml) and filtered. The resulting precipitate was dried to give compound 8a (32.38g, yield 90%)., 144163-97-3

The synthetic route of 144163-97-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Zhejiang Yongning Pharmaceutical Co., Ltd.; Ye Tianjian; Lu Xiuwei; Liu Yongjiang; Wang Tong; Shu Zhan; (15 pag.)CN105198829; (2017); B;,
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.247037-82-7,Thiazole-2-carboximidamide hydrochloride,as a common compound, the synthetic route is as follows.

A mixture of 3-oxobutanamide (3 g, 29 mmol), 2-chloro-4-fluorobenzaldehyde (4.9 g, 29 mmol), 1,3-thiazole-2-carboximidamide HCl salt (5 g, 29 mmol) and KOAc (6 g, 58 mmol) in CF3CH2OH (50 mL) was stirred for 24 hours at 90 C. After being cooled, it was concentrated and partitioned (EtO Ac-brine). The organic was dried (Na2SO4), filtered and concentrated. The residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a yellow solid (1.2 g, 21%). ESIMS m/z = 350.95, 352.95 [M+H]+.

247037-82-7, The synthetic route of 247037-82-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENANTA PHARMACEUTICALS, INC.; QIU, Yao-Ling; CAO, Hui; LI, Wei; PENG, Xiaowen; JIN, Meizhong; KASS, Jorden; GAO, Xuri; OR, Yat, Sun; (99 pag.)WO2017/11552; (2017); 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.120-75-2,2-Methylbenzothiazole,as a common compound, the synthetic route is as follows.

Example 9 (0081) Preparation of Compound (39) (0082) (0083) 2 g of 2-Methyl benzothiazole and 5 g of 1,3-propanesultone in 20 mL chlorobenzene was heated at 120 C. overnight. Then 30 mL ethyl acetate was added, and resulting mixture was refluxed for 30 min. The supernatant was decanted and the residue was dried to give compound 38.

120-75-2, As the paragraph descriping shows that 120-75-2 is playing an increasingly important role.

Reference£º
Patent; Ying, Laiqiang; (24 pag.)US9850382; (2017); B1;,
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.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

In a four-neck reactor equipped with a thermometer, in a nitrogen stream, 10.0 g (60.5 mmol) of 2-hydrazinobenzothiazole was dissolved in 150 ml of DMF. To this solution, Cesium carbonate 39.4 g (121.0 mmol) of 9.65 g of 1-bromo-2-butyne (72.5 m Mol) was added, and the whole mixture was stirred at 25 C. for 20 hours. After completion of the reaction, the reaction solution was washed with water 1000 m L and extracted with 500 ml of ethyl acetate. After drying the ethyl acetate layer with anhydrous sodium sulfate, Sodium sulfate was filtered off. In a rotary evaporator, Ethyl acetate was distilled off from the filtrate under reduced pressure to obtain a brown solid. The brown solid was purified by silica gel column chromatography (N-hexane: ethyl acetate = 85: 15) To obtain 6.25 g of Intermediate S (yield: 47.5%) as a white solid.

615-21-4, As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; SANUKI, KANAKO; (78 pag.)JP6090514; (2017); B1;,
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.161798-03-4,Ethyl 2-(3-formyl-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

To the solution of ethyl 2-[3-formyl-4-(2-methylpropoxy) phenyl]-4- methylthiazole-5-carboxylate compound of formula-12 (10 gms) in formic acid (40 ml) was added hydroxylamine hydrochloride (2.38 gms) and sodium formate (2.35 gms).Stirred the reaction mixture for 10 minutes. Heated the reaction mixture to 100C and stirred for four hours at same temperature. Cooled the reaction mixture to 25 C and quenched with water. Stirred the reaction mixture for 10 hours, filtered the precipitated solid and washed with water. Dried the material to get the title compound. Yield: 10 gms. Take the dry material, added 30 ml of ethyl acetate and heated to reflux temperature. Stirred the reaction mixture for 30 minutes at reflux temperature. Cooled the reaction mixture to 25C and filtered the precipitated solid. Dry the material to get the title compound as a pure material. Yield: 8.5 gms.

161798-03-4, As the paragraph descriping shows that 161798-03-4 is playing an increasingly important role.

Reference£º
Patent; MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; VENKATA PANAKALA RAO, Gogulapati; PRASAD, Gadamsetty; WO2011/141933; (2011); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

29182-42-1, Ethyl 2-(benzo[d]thiazol-2-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tetrahydrofuran (25 mL) was added to a mixture of ethyl 2-(benzothiazol-2-yl)acetate, magnesium chloride (2.21 g, 10 mmol) and 2,6-dichloronicotinyl chloride (11 mmol). The resulting suspension was cooled in an ice bath and triethylamine (2.02 g, 20 mmol) was added dropwise at such a rate that the internal temperature did not go over 10 C. as measured with an internal thermocouple probe. Once the addition was complete, the ice bath was removed and the mixture was stirred at room temperature for 5 hours. The desired chloroester was isolated by diluting the reaction mixture with water, extraction with dichlorome thane (2×150 ml) and drying the resulting organic phase with sodium sulfate. Purification by trituration with diethyl ether yielded 2.71 g (76% based on ethyI2-(benzothiazol-2-yl)acetate) as fluffy beige crystals. IHNMR (CDC13, 400 MHz) 9.55 (IH, d, 8.4 Hz), 8.86 (IH, d, 8.4 Hz), 7.77 (IH, dd, 7.6, 1.2 Hz), 7.61 (IH, m), 7.56 (IH, d, 8.4 Hz), 7.49 (IH, m), 4.53 (2H, q, 7.2 Hz), 1.50 (3H, t, 7.2 Hz) 13CNMR (CDC13, 100 MHz) 171.1, 167.4, 163.1, 152.9, 148.4, 140.5, 137.7, 128.5, 127.8, 126.6, 123.1, 122.1, 121.7, 120.5, 106.3, 62.0, 14.7 LCMS: 359.3 (M+H)., 29182-42-1

The synthetic route of 29182-42-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CYLENE PHARMACEUTICALS, INC.; WO2008/131134; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

693-95-8, 4-Methylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,693-95-8

Step 1 : 2-(aminomethyl)-5-(4-methyl-l,3-thiazol-5-yl)phenol (BI)[0459] To a stirred solution of 2-hydroxy-4-(4-methyl- l,3-thiazol-5-yl)benzonitrile (BH,15.6 g, 72.14 mmol) in tetrahydrofuran (400 mL) under an atmosphere of nitrogen was added LiAlH4(11 g, 289.86 mmol) in several portions at 10 ¡ãC. The resulting mixture was then heated to reflux for 3 h, LC-MS indicated formation of the desired product. The reaction was then cooled to 0 ¡ãC, quenched by the water (10 mL, added slowly and drop wise), 15percent NaOH (aq.) (30 mL) and water (10 mL). The solids precipitated were removed by filtration, the solution phase was concentrated under reduced pressure followed by high vacuum pump to give BI(yield: 65percent). LC-MS (ES+): m/z 220.85 [MH+], tR= 1.02 min (2.6 minute run).

The synthetic route of 693-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ARVINAS, INC.; JIN, Meizhong; CREW, Andrew, P.; DONG, Hanqing; WANG, Jing; SIU, Kam; FERRARO, Caterina; CHEN, Xin; QIAN, Yimin; (351 pag.)WO2016/118666; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

80945-86-4, 6-Bromo-2-chlorobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,80945-86-4

Intermediate 32:6-bromo-W-{6-chloro-4-[(2-methyl-1 H-imidazol-1 -yl)methyl]-2-pyridinyl}-1 ,3- ineUnder an atmosphere of nitrogen, an ice-cooled, stirred suspension of 6-chloro-4-[(2- methyl-1 H-imidazol-1-yl)methyl]-2-pyridinamine [intermediate 34] (1 .6g, 7.19mmol) in anhydrous tetrahydrofuran (40ml_) was treated with 6-bromo-2-chloro-1 ,3-benzothiazole (1.96g, 7.90mmol) and, portionwise over 5 minutes, with sodium hydride (60% in oil) (0.632g, 15.8mmol). After 30 minutes the mixture was heated to 50C for 6 hours. The cooled mixture was treated with saturated aqueous ammonium chloride (30ml_) and tetrahydrofuran (30ml_). The resulting precipitate was filtered off, washed with ethyl acetate and diethyl ether and dried to afford the title compound (2.2g, 5.06mmol, 70% yield). LCMS (Method A): Rt 0.94 minutes; m/z 434,436 (MH+).

The synthetic route of 80945-86-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; ALDER, Catherine Mary; BALDWIN, Ian Robert; BARTON, Nicholas Paul; CAMPBELL, Amanda Jennifer; CHAMPIGNY, Aurelie Cecile; HARLING, John David; MAXWELL, Aoife Caitriona; SIMPSON, Juliet Kay; SMITH, Ian Edward David; TAME, Christopher John; WILSON, Caroline; WOOLVEN, James Michael; WO2011/110575; (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.

A mixture of 182 (113 mg, 044 mmoi), Ci (50 mg, 022 mmoi) and cesium carbonate (143 mg, 0.44 mmoi) in MeCN (2 rnL) is stirred at 70 C for 1.5 hours. The mixture is then cooled to room temperature, diluted with DCM (10 niL), washed with water (10 rnL 3), dried over anhydrous sodium sulfate, and concentrated to give crude C25 as a brown solid (80 mg, 56% yield). (MS: [M¡ÂH] 330,1), 61296-22-8

The synthetic route of 61296-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IMMUNE SENSOR, LLC; THE BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; ZHONG, Boyu; SUN, Lijun; SHI, Heping; LI, Jing; CHEN, Chuo; CHEN, Zhijian; (270 pag.)WO2017/176812; (2017); 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.5304-21-2,6-Bromo-2-methylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.,5304-21-2

In dioxane (10 mL) were suspended under nitrogen atmosphere 6-bromo-2-methylbenzothiazole 53 (700 mg, 3.07 mmol), Pd2(dba)3 (141 mg, 0.153 mmol) and Xantphos (178 mg, 0.307 mmol). To the obtained mixture was added thiophenol sodium salt (487 mg, 3.68 mmol). It was stirred at 130 ¡ãC for 15 minutes under microwave irradiation. .To the reaction mixture were added 0.1N hydrochloric acid and ethyl acetate. After extraction, the organic layer washed with saturated sodium bicarbonate aqueous solution and brine, respectively and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified with column chromatography to give Compound 55 (587 mg, 2.28 mmol). 1H-NMR (CDCl3) delta: 2.85 (s, 3H), 7.24-7.39 (m, 5H), 7.46 (dd, J= 8.6, 1.8 Hz, 1H), 7.83 (dd, J= 1.8, 0.5 Hz, 1H), 7.89 (d, J=8.6 Hz, 1H).

The synthetic route of 5304-21-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shionogi & Co., Ltd.; EP2351744; (2011); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica