Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20358-02-5,4-Bromobenzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

General procedure: Compound 4 (1mmol) added to dry CH2Cl2 (15mL) was stirred at 0C and oxalyl chloride (2.0mmol) was dripped into the mixture and stirred at the same temperature for 12h. After the reaction, the solvent and excess oxalyl chloride was evaporated under the reduced pressure, then add CHCl3. Compounds 2 (1mmol) and triethylamine (1.5mmol) were added to the mixture and reflux at 65C for 5h. After the reaction, the solvent was evaporated under reduced pressure, and the crude product was purified by chromatography on silica gel eluted with petroleum CH2Cl2/CH3OH (V: V=60:1) to offer the target compounds 6a-6k in good yields., 20358-02-5

20358-02-5 4-Bromobenzo[d]thiazol-2-amine 2049888, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Jin, Le; Huang, Rizhen; Huang, Xiaochao; Zhang, Bin; Ji, Min; Wang, Hengshan; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 1759 – 1775;,
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.13743-09-4,2-Methyl-5-phenylthiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 1,1-dimethylethyl (2S)-2-{[8-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methyl}-1-piperidinecarboxylate D7 (0.15 g contaminated with residual 3-(trifluoromethyl)-2-pyridinamine as reported in Description 7) in DCM (4 ml), TFA (2 ml) was added dropwise at 0 C. and the resulting reaction mixture was stirred at room temperature for 2 h. Solvent removal afforded a residue that was eluted through a SCX column. Collected fractions gave a crude (containing the intermediate N-Boc deprotected amine contaminated with some residual 3-(trifluoromethyl)-2-pyridinamine) that was dissolved in DMF (2 ml).A mixture of 5-phenyl-2-methyl-1,3-thiazole-4-carboxylic acid (0.12 g, 0.55 mmol), DMF (2 ml), DIPEA (0.50 ml, 2.96 mmol) and TBTU (0.24 g, 0.75 mmol) was left under stirring at room temperature. A solution of the free amine in DMF was added dropwise and the reaction left under stirring at room temperature. Water was added and the mixture extracted with EtOAc. The resulting crude was purified by Fraction Lynx (LC 3-100 mg method). The resulting material was then eluted through a SCX column. Collected fractions gave the title compound E4 (0.060 g, 0.12 mmol, 40% yield from D2, three steps).MS: (ES/+) m/z: 485 (M+1). C25H23F3N4OS requires 484. HPLC (walk-up): rt=3.89 min.

13743-09-4, 13743-09-4 2-Methyl-5-phenylthiazole-4-carboxylic acid 943535, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

399-74-6, 2-Chloro-6-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound 21 (300 mg, 0.900 mmol,1.0 equiv) in n-butanol (5 ml) was added 2-chloro-6-fluorobenzo[d]thiazole (202 mg, 1.1 mmol, 1.1 equiv) and the reaction mixture was stirred at 70 C followed by the addition of 4.0 M HCl (131 mg). The resulting reaction mixture was stirred at 90 C for 16 h. Following reaction completion the solvent was removed under reduced pressure and the compound was purified by flash column chromatography using 10:90 EtOAc:Pet ether to yield methyl 2-(4-(4-((6-fluorobenzo[d]thiazol-2-yl)amino)phenyl)thiazole-2-carboxamido)-3-methylbutanoate (130 mg, 29%) as a solid compound. To this butanoate ester (105 mg, 0.216 mmol) in THF (2 ml) was added 1.0 N lithium hydroxide solution (45 mg, 1.1 mmol,1.1 equiv) and the reaction mixture was stirred at rt for 4 h. Following reaction completion THF was removed under reduced pressure and dil. HCl was added to acidify the reaction mixture. The solid that precipitated as a result was filtered, washed with water,and dried to yield (70 mg, 68%) of the title compound as a white solid compound.

399-74-6, As the paragraph descriping shows that 399-74-6 is playing an increasingly important role.

Reference£º
Article; Kadam, Kishorkumar S.; Jadhav, Ravindra D.; Kandre, Shivaji; Guha, Tandra; Reddy, M. Mahesh Kumar; Brahma, Manoja K.; Deshmukh, Nitin J.; Dixit, Amol; Doshi, Lalit; Srinivasan, Shaila; Devle, Jayendra; Damre, Anagha; Nemmani, Kumar V. S.; Gupte, Amol; Sharma, Rajiv; European Journal of Medicinal Chemistry; vol. 65; (2013); p. 337 – 347;,
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.69812-29-9,2-Acetamido-4-methylthiazole-5-sulfonyl chloride,as a common compound, the synthetic route is as follows.,69812-29-9

a) To a stirred solution of 2-amino-2-methyl-1-propanol (1.14 g, 13 mmol) in dioxane (20 ml) was added at 0 C. (ice water bath) commercially available 2-acetamido-4-methylthiazole-5-sulfonyl chloride (2.95 g, 12 mmol) and triethylamine (1.78 ml, 13 mmol). The light yellow suspension was stirred at room temperature for 17 h, poured into water (100 ml) and extracted with dichloromethane (2*10 ml). The combined organic layers were washed with sat. NaHCO3 solution (2*70 ml) and brine (70 ml), dried (MgSO4) and evaporated. The crude product was further purified by column chromatography on silica gel (ethyl acetate/MeOH 9:1) and subsequent crystallization (ethyl acetate/MeOH/heptane) to yield 2-acetamido-4-methylthiazole-5-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide (1.15 g, 32%) as a light brown solid. MS (ISP) 306.1 [(M-H)-]; mp 194 C.

69812-29-9 2-Acetamido-4-methylthiazole-5-sulfonyl chloride 96951, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Gatti McArthur, Silvia; Goetschi, Erwin; Wichmann, Juergen; Woltering, Thomas Johannes; US2006/183756; (2006); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

61296-22-8,61296-22-8, 2-Amino-5-bromothiazole monohydrobromide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

j00481] A mixture of 2-amino-5–bromothiazole hydrobromide (580 mg, 3 mniol) and potassium thiocyanate (2.9 g, 30 nmol) in u ethanol (20 mL) was stirred at room temperature for 48 h. Methanol was evaporated and water (3 ml) was added. The pH of the aqueous solution was adjusted to p1-1=12 with 10% NaOH aq and precipitate fomied. The solid was collected by filtration to yield con pound YLIU4)14)564 (480 mg, 93 %) as a brownish solid. LCMS (mIz): 172 [M + Hj+.

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

Reference£º
Patent; DANA-FARBER CANCER INSTITUTE, INC.; HAO, Mingfeng; GRAY, Nathanael, S.; ZHANG, Tinghu; KWIATKOWSKI, Nicholas, P.; (307 pag.)WO2017/44858; (2017); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

67899-00-7, 2-Amino-4-methylthiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,67899-00-7

To a suspension of 6 (500mg, 3.20mmol) in tetrahydrofuran (20mL) were added pyridine (1.30mL, 16.0mmol) and acetyl chloride (0.60ml, 7.90mmol) at 0C, and the reaction mixture was stirred for 21h at room temperature. After the volatiles of the mixture were removed in vacuo, water was poured into the residue, and the suspension was stirred for 1h. The resulting precipitate was collected by filtration, washed with water and dried in vacuo to yield 7 (585mg, 91%) as a colorless powder. 1H NMR (200MHz, DMSO-d6) delta 2.15 (s, 3H), 2.52 (s, 3H), 12.35 (br s, 1H); MS (ESI): m/z 201 [M+H]+, 223 [M+Na]+, 199 [M-H]-.

The synthetic route of 67899-00-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Oka, Yusuke; Yabuuchi, Tetsuya; Oi, Takahiro; Kuroda, Shoichi; Fujii, Yasuyuki; Ohtake, Hidenori; Inoue, Tomoyuki; Wakahara, Shunichi; Kimura, Kayo; Fujita, Kiyoko; Endo, Mayumi; Taguchi, Kyoko; Sekiguchi, Yoshinori; Bioorganic and Medicinal Chemistry; vol. 21; 24; (2013); p. 7578 – 7583;,
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.24295-03-2,2-Acetylthiazole,as a common compound, the synthetic route is as follows.

General procedure: To a solution of the appropriate ketone (A, 1 equiv) in chloroform, bromine (1 equiv) in chloroform was added dropwise at 0 C. The mixture was stirred at room temperature for 2 h and was washed with H2O (3 50 ml) and saturated Na2S2O3 solution (2 x 50 ml). The organic phase was dried over Na2SO4, filtered andthe solvent was removed in vacuum. The crude alpha-bromoketone (B) was recrystallized from petrolether.48

24295-03-2, The synthetic route of 24295-03-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Vogt, Dominik; Weber, Julia; Ihlefeld, Katja; Brueggerhoff, Astrid; Proschak, Ewgenij; Stark, Holger; Bioorganic and Medicinal Chemistry; vol. 22; 19; (2014); p. 5354 – 5367;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

4175-77-3, 2,4-Dibromothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

he mixture of compound 433a (5 g, 20.5 mmol), cyclopropyl boronic acid (2.12 g, 24.7 mmol), K3P04 (13.1 g, 61.7 mmol), Xantphos (0.6 g, 1.04 mmol) and Pd(OAc)2 (0.23 g, 1.04 mmol) in THF (140 mL) was stirred at 80 ¡ãC under N2 for about 15 hours. The reaction was complete detected by TLC (Petroleum Ether/EtOAc = 30: 1) and LCMS. The mixture was extracted with EtOAc (100 mL), water (50 mL). The combined organics was dried over Na2S04, purified with silica gel (Petroleum Ether /EtOAc = 50: 1) to provide compound 433b as oil (3.48 g, yield: 83.3percent)

4175-77-3, As the paragraph descriping shows that 4175-77-3 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; YU, Wensheng; TONG, Ling; KOZLOWSKI, Joseph A.; SELYUTIN, Oleg; CHEN, Lei; KIM, Jae-Hun; SHA, Deyou; RIZVI, Razia; SHANKAR, Bandarpalle; HU, Bin; ZHONG, Bin; WAI, Dahai; HAO, Jinglai; WEI, Wei; JI, Tao; ZAN, Shuai; WO2014/110705; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

63837-11-6, 5-Bromo-2-methylbenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

63837-11-6, N-Bromosuccinimide (4.45 g, 25 mmol, 1.4 equiv.) and subsequently alpha,alpha’~ azoisobutyronitrile (110 mg, 0.7 mmol, 0.04 equiv.) were added to a solution of 5- bromo-2-methyl-benzothiazole (4.07 g, 17.85 mmol, 1 equiv.) in CCI4 (110 ml). The reaction mixture was stirred at reflux for 24 hrs. After cooling, succinimide was removed by filtration and was rinsed with CCI4 (100 ml). The filtrate was evaporated to dryness under reduced pressure and the orange solid residue was purified by column chromatography on silica, eluted with CH2CI2/hexane (20%-70% gradient), to give the desired product as a white solid, 2.15 g (39% yield). Mp 116-117, HPLC-MS (method 1): m/z 308 [M+H]+, Rt = 4.84 min. The reaction gave also 1.40 g (20% yield) of the by-product 5-bromo-2-dibromomethyl-benzothiazole, as well as 0.89 g (22%) of un-reacted starting material.

As the paragraph descriping shows that 63837-11-6 is playing an increasingly important role.

Reference£º
Patent; PROLYSIS LTD; WO2007/107758; (2007); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

61296-22-8, 2-Amino-5-bromothiazole monohydrobromide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of sodium bicarbonate (5.8 kg, 69.04 mol, 3.00 equiv) in water (30 L) and dichloromethane (20 L) was added 5-bromo-l,3-thiazol-2-amine hydrobromide (6 kg, 23.08 mol, 1.00 equiv) in batches. The resulting mixture was stirred at room temperature for 4 h and extracted with dichloromethane. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to afford 5-bromo-l,3-thiazol-2-amine as a gray solid (2.9 kg, 70%)., 61296-22-8

As the paragraph descriping shows that 61296-22-8 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; YU, Jiang; WU, Guosheng; YUEN, Po-Wai; VILLEMURE, Elisia; SCHWARZ, Jacob; LY, Cuong; SELLERS, Benjamin; VOLGRAF, Matthew; WO2015/52226; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica