Category: thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88982-82-5,4-Bromo-1,3-thiazole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a suspension of 4-bromothiazole-2-carboxylic acid (CAS 88982-82-5) (0.1 12 g, 0.538 mmol) in DCM (5.38 mL) and DMF (8.34 mu, 0.108 mmol) was added oxalyl chloride (0.059 mL, 0.67 mmol) and this was stirred at room temperature. After 30 minutes the reaction was concentrated. The solid was dissolved in DCM (5.38 mL), and methyl 2-(2- aminophenyl)acetate hydrochloride (CAS 35613-44-6) (0.089 g, 0.538 mmol) and DIPEA (0.188 mL, 1 .077 mmol) were added and the reaction was stirred at room temperature. After 5 minutes the reaction was partially concentrated and then purified directly by flash chromatography (0-50% EtOAc: Heptanes) to provide the title compound. MS (ESI-) m/z 353.1 , 355.1 (M-H).

88982-82-5, 88982-82-5 4-Bromo-1,3-thiazole-2-carboxylic acid 15122065, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; NOVARTIS AG; BELANGER, David B.; FLOHR, Stefanie; GELIN, Christine Fang; JENDZA, Keith; JI, Nan; LIU, Donglei; LORTHIOIS, Edwige Liliane Jeanne; KARKI, Rajeshri Ganesh; MAINOLFI, Nello; POWERS, James J.; RANDL, Stefan Andreas; ROGEL, Olivier; VULPETTI, Anna; YOON, Taeyoung; WO2015/9977; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

777-12-8, 6-(Trifluoromethyl)benzo[d]thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of methyl 5-chloro-3-(2-(dimethylamino)ethyl)-2- methoxybenzoate (88mg, 0.324mmol) in methanol (5ml) was added IN potassium hydroxide (91mg, 1.62mmol, 1.62ml) solution. The mixture was heated at 60¡ãC overnight. IN HC1 was added to adjust the PH to 1. The mixture was concentrated in vacuo. The residue was dissolved in dimethylformamide (3ml). N,N,N’,N’-Tetramethyl-0-(lH-benzotriazol-l- yl)uronium hexafluorophosphate (71mg, 0.324mmol) was added followed by N,N- diisopropylethylamine (282ul, 1.62mmol). The resulting mixture was stirred at room temperature for 15mins, then 6-(trifluoromethyl)benzo[d]thiazol-2-amine (71mg, 0.324mmol) was added. The resulting mixture was stirred at 100¡ãC overnight. Saturated ammonium chloride solution was added and extracted with ethyl acetate for two times. The combined ethyl acetate layer was dried over Na2S04 and concentrated under reduced pressure. The residue was purified via silica gel column chromatography to give title compound as a yellow powder (34mg, 23percent). 1H NMR (300 MHz, Chloroform-i ) delta 8.16 (s, 1H), 8.05 (d, J = 2.7 Hz, 1H), 7.91 (d, J = 8.6 Hz, 1H), 7.71 (dd, J = 8.5, 2.0 Hz, 1H), 7.50 (d, J = 2.7 Hz, 1H), 3.97 (s, 3H), 2.99 – 2.93 (m, 2H), 2.75 – 2.66 (m, 2H), 2.43 (s, 6H). MS (ESI) [M+H]+requires m/z 458.08, found m/z 458.15., 777-12-8

The synthetic route of 777-12-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JIN, Shengkan; AUGERI, David J.; CAO, Bin; TAO, Hanlin; (126 pag.)WO2017/201313; (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.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

NEt3 (63.4mL, 455MMOL) was added to a stirred suspension of 5- BROMOTHIAZOL-2-YLAMINE hydrobromide (102. 7g, 379MMOL) in CH2C12 (1. 5L). After LH, TFAA (64.2mL, 455MMOL) was added dropwise at 0 C over 15MIN. The mixture was allowed to warm to 20 C over lh, before being stirred for an additional 2h. H20 (600mL) was added and the resulting precipitate was collected. The aqueous layer of the filtrate was separated and extracted with CHC13 (3 x 300mL). The combined organic extracts were washed with brine, dried (NA2S04), filtered and concentrated. The collected precipitate and residual solid were combined and triturated with ETOAC-N-C6HO4 to give N- (5-BROMOTHIAZOL-2-YL)-2, 2,2-trifluoroacetamide : No.H (CDC13) : 7.45 (s, 1H), 13.05 (br, 1H). N-BULI (253mL of a 1.58M solution in hexanes, 403MMOL) was added dropwise over 50MIN to a stirred solution of the above amide (50. 0G, 183mmol) in anhydrous THF (1.3L) AT-78 C. After 1. 5H, a solution of N-FLUOROBENZENESULFONIMIDE (86. 0G, 275mmol) in anhydrous THF (250mL) was added dropwise over 30min. The mixture was stirred for 3h, before being warmed up TO-30 C. H20 (300mL) was added and the mixture was filtered through a Celite pad. The solid collected and Celite were washed with ET20 (400mL) and H20 (400mL). The organic layer of the filtrate was separated and extracted with water (2 x 400mL). The combined aqueous layers were washed with Et2O (400ML), before being acidified to pH 6.5 with 2M HC1 and extracted with EtOAc (2 x 400mL). The combined organic extracts were washed with H20 (2 x 400mL) and brine, before being dried (MgS04), filtered and concentrated. Column chromatography (EtOAc- N-C6H14, 1: 3 to 1: 2) GAVE N- (5-FLUOROTHIAZOL-2-YL)-2, 2, 2-TRIFLUOROACETAMIDE : & (CDC13) : 7.13 (d, 1H). AcCl (12.6mL, 175MMOL) was added dropwise to a stirred solution of this amide (15.7g, 73MMOL) in MEOH (300mL) at 0 C. The mixture was stirred at 20 C for 30min, heated under reflux for lh, and finally concentrated in vacuo. The residual solid was triturated with THF to give the title compound: I5H (D2O) : 7.00 (d, 1H)., 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; OSI PHARMACEUTICALS, INC.; WO2004/72066; (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.13743-09-4,2-Methyl-5-phenylthiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,13743-09-4

(S)-7-Methyl-2-(2-methylpyrrolidin-2-yl)-1 H-benzo[d]imidazole hydrochloride (27; 25.2 mg, 0.1 mmol) is dissolved in DCM (0.2 ml) and DIPEA (0.072 ml, 0.42 mmol) is added, followed by the addition of a solution of 2-methyl-5-phenylthiazole-4-carboxylic acid (28; 22 mg, 0.1 mmol), HATU (40 mg, 0.105 mmol) and DIPEA (80 mg, 0.62 mmol) in 0.5 ml DMF. Stirring is continued at RT for 16 h. The reaction mixture is diluted with DCM / MeOH = 1/1 (1 ml) followed by the addition of PL-HCCVresin (213 mg, 0.4 mmol) and stirring is continued for 2 h. The resin is filtered off, the solvent is evaporated under reduced pressure and the product is purified by preparative HPLC to give (S)-(2-methyl-2-(7-methyl-1 H- benzo[d]imidazol-2-yl)pyrrolidin-1 -yl)(2-methyl-5-phenylthiazol-4-yl)methanone (Ex. 5.1 ) as a colorless powder. LC-MS: tR = 1 .19 min; [M+H]+ = 417.31.

The synthetic route of 13743-09-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi, T.; WO2013/182972; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

120740-08-1, 2-Chloro-5-aminomethylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 25 5-(Aminomethyl)-2-chlorothiazole (1.49 g, 10.0 mmol) was dissolved in diluted hydrochloric acid (15 ml, 10.0 mmol), and O-methyl-N-nitroisourea (1.31 g, 11.0 mmol) and sodium chloride (1.17 g, 20.0 mmol) were added. pH was 2.1 at this time. This reaction mixture was adjusted to pH 6.2 with aqueous sodium hydroxide solution (0.1 N, 3.8 ml, 0.38 mmol) using pH meter. Water (1.2 ml) was added to increase the whole volume to 20 ml. After 16 hours of stirring at room temperature (pH was 6.8 at this time), the resulting white crystals were collected by filtration under reduced pressure, and washed with water. The washed crystals were dried under reduced pressure (80 C., 2 hours) to provide 1.72 g (68.6% yield) of O-methyl-N-(2-chloro-5-thiazolylmethyl)-N’-nitroisourea., 120740-08-1

As the paragraph descriping shows that 120740-08-1 is playing an increasingly important role.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US6008363; (1999); A;,
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.22900-83-0,Ethyl 2-bromo-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

Tert-Butyl 4- (2-benzyl) -4 (trifluoromethyl) phenyl) piperazine-1-carboxylate(0. 52 g, 1.50 mmol),Bromo-4-methylthiocono-5-carboxylate (0.39 g, 1. 58 mmol) and potassium carbonate(0.42 g, 3. OO mmol) was addedDMSO (10 mL), and the reaction was allowed to warm to 110 ¡ã C for 20 hours.After completion of the reaction, the reaction solution was cooled to room temperature,And water (20 mL) was added thereto, followed by extraction with ethyl acetate (20 mLX3). The combined organic phases were dried over anhydrous sodium sulphateDried, filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate (v / v) = 2/1)Afforded the title compound as a light yellow solid (0.35 g, 45.2percent)., 22900-83-0

The synthetic route of 22900-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ru yuan yaozu zizhixian dazhong yaopin maoyi youxian co ltd/Ru yuan yaozu zizhixian dazhong yaopin maoyi youxian gongci; Jin, chuan Fei; Liang, Haiping; zhang, yingjun; Zhang, Ji; Kang, Ning; Li, Yong; Liu, Yan Ping; (38 pag.)CN105294554; (2016); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

944804-88-0, tert-Butyl 4-bromothiazol-2-ylcarbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

944804-88-0, A mixture of 48 (3.61g, 12.9mmol) and 70 Na2CO3 (3.4g, 32.3mmol) in DME/H2O/dioxane (240/48/48mL) was exchanged with N2 twice, and 5-chloro-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (45a) (6.6g, 25.9mmol) and Pd(PPh3)4 (1.45g, 1.25mmol) were added to the mixture. The reaction mixture was heated to 100C and stirred for 6h under N2 atmosphere. The solid was removed by centrifugation at 3000rpm, 25C for 20min. The supernatant was concentrated and the crude product was purified by silica gel flash chromatography (eluting with ethyl acetate in petroleum ether 2-5%) to give 11 as a white solid (1.57g, yield=37%). 1H NMR (400MHz, DMSO-d6) delta 11.79 (s, 1H), 8.44 (s, 1H), 8.11 (s, 1H), 7.61 (s, 1H), 1.50 (s, 9H); LC/MS (ESI, m/z) 274.05 [M+H]+.

The synthetic route of 944804-88-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Beilei; Wu, Jiaxin; Wu, Yun; Chen, Cheng; Zou, Fengming; Wang, Aoli; Wu, Hong; Hu, Zhenquan; Jiang, Zongru; Liu, Qingwang; Wang, Wei; Zhang, Yicong; Liu, Feiyang; Zhao, Ming; Hu, Jie; Huang, Tao; Ge, Juan; Wang, Li; Ren, Tao; Wang, Yuxin; Liu, Jing; Liu, Qingsong; European Journal of Medicinal Chemistry; vol. 158; (2018); p. 896 – 916;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

533-30-2, 6-Aminobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

533-30-2, General procedure: Dialkyl/diaryl phosphite (1.0 mmol) was added portion wise over a period of 5 min to the stirred mixture of heterocyclic aldehyde (1.0 mmol) and benzothiazole amine (1.0 mmol) at room temperature. Further 5 mol percent of TNT was added to the reaction mixture and the stirring was continued for 15 min. After the completion of the reaction as monitored through TLC, the reaction mixture was dissolved in EtOAc (2 mL) and the catalyst was separated by centrifugation followed by subsequent washings with EtOAc. The recovered catalyst was reused for the next cycle. The filtrate was washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated on a rotary evaporator and the resulting residue was purified by silica gel column chromatography (70:30, hexane/EtOAc) to afford the corresponding pure alpha-aminophosphonate. The novel alpha-aminophosphonates were structurally assigned by their IR, NMR (1H, 13C & 31P), and mass spectral (HRMS) analyses.

As the paragraph descriping shows that 533-30-2 is playing an increasingly important role.

Reference£º
Article; Reddy, Bhoomireddy Rajendra Prasad; Reddy, Motakatla Venkata Krishna; Reddy, Peddiahgari Vasu Govardhana; Kumar, Dharani Praveen; Shankar, Muthukonda V.; Tetrahedron Letters; vol. 57; 6; (2016); p. 696 – 702;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

20485-41-0, 4-Methylthiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 69 (250 mg, 0.81 mmol), HATU (460 mg, 1.2 mmol), dry N,N-dimethylformamide (5 mL), diisopropylethylamine (0.4 mL) and trimethylacetic acid (165 mg, 1.62 mmol) was stirred at room temperature for 12 h. The reaction mixture was poured into water (40 mL), extracted with ethyl acetate (3 x 30 mL), organic phases combined, washed with water (3 x 50 mL), a saturated aqueous solution of brine (20 mL), dried (magnesium sulfate), filtered and concentrated. The crude material was purified by Flashmaster II chromatography (eluent 0-90 percent ethyl acetate/dichloromethane). The purified material was taken up in diethyl ether (10 mL), washed with water (2 x 10 mL) to remove any trace N,N-dimethylformamide, dried (magnesium sulfate), filtered and concentrated to give 1-{4-[(4-Chloro-2-fluorophenyl)(pyridin-3-yl)methyl]piperazin-1-yl}-2,2-dimethylpropan-1-one (13) (53 mg, 17 percent) as a yellow oil.#10;, 20485-41-0

As the paragraph descriping shows that 20485-41-0 is playing an increasingly important role.

Reference£º
Article; Keenan, Martine; Alexander, Paul W.; Diao, Hugo; Best, Wayne M.; Khong, Andrea; Kerfoot, Maria; Thompson, R. C. Andrew; White, Karen L.; Shackleford, David M.; Ryan, Eileen; Gregg, Alison D.; Charman, Susan A.; Von Geldern, Thomas W.; Scandale, Ivan; Chatelain, Eric; Bioorganic and Medicinal Chemistry; vol. 21; 7; (2013); p. 1756 – 1763;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

53266-94-7, Ethyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53266-94-7, EXAMPLE 65; Step A; A neat mixture of 54 g (0.29 mole) ethyl (2-aminothiazol-4-yl)acetate and 50 g (0.276 mole) benzophenone imine was stirred at 190¡ã C. for 5 h and then cooled at RT and diluted with 100 mL of CH2Cl2. The entire mixture was transferred onto a silica gel column and eluted with 20percent EtOAc/Hexane. The title compound was obtained as light-yellow solid (70 g, 69percent yield). 1H NMR (300 MHz, CDCl3): 1.26 (t, 3H), 3.74 (s, 2H), 4.15 (q, 2H), 6.87 (s, 1H), 77.25-7.86 (m, 10H); MassSpectrum (NH3-Cl): m/z 351 (M+1).

The synthetic route of 53266-94-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Butora, Gabor; Goble, Stephen D.; Pastemak, Alexander; Yang, Lihu; Zhou, Changyou; Moyes, Christopher R.; US2008/81803; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica