Heterocyclic Building Blocks-Thiazole

1235406-42-4, tert-Butyl thiazol-4-ylcarbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert- butyl thiazol-4-ylcarbamate (1.09 g, 5.46 mmol) in anhydrous tetrahydrofuran (40 ml_) was added a 1 M solution of lithium (1005) bis(trimethylsilyl)amide in tetrahydrofuran (5.5 ml_, 5.5 mmol) at -78 C. The reaction mixture was stirred at -78 C for 20 minutes, allowed to warm to ambient temperature and stirred for 1 hour. The reaction mixture was cooled to -78 C, and a solution of 5- fluoro-4-(trifluoromethyl)pyridine-2-sulfonyl chloride (1.20 g, 4.55 mmol) in anhydrous tetrahydrofuran (5 ml_) was then added dropwise. The reaction mixture was stirred at – 78 C for 30 minutes, allowed to warm to ambient temperature, and stirred for 16 hours. After addition of saturated aqueous ammonium chloride (50 ml_), the mixture was extracted with ethyl acetate (3 c 50 ml_). The combined organic phases were washed with brine (50 ml_), dried over anhydrous sodium sulfate, and filtered. (1006) Concentration of the filtrate in vacuo and purification of the residue by column chromatography, eluting with a gradient of 5% to 50% of ethyl acetate in heptane, afforded the title compound as a light yellow solid (0.90 g, 46% yield): 1H NMR (300 MHz, CDCIs) 8.81 (d, J = 2.3 Hz, 2H), 8.53 (d, J = 5.3 Hz, 1 H), 7.64 (d, J = 2.3 Hz, 1 H), 1.29 (s, 9H); MS (ES+) m/z 328.0 (M – 99).

1235406-42-4, The synthetic route of 1235406-42-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; XENON PHARMACEUTICALS INC.; FOCKEN, Thilo; ANDREZ, Jean-Christophe; BURFORD, Kristen Nicole; DEHNHARDT, Christoph Martin; GRIMWOOD, Michael Edward; JIA, Qi; LOFSTRAND, Verner Alexander; WILSON, Michael Scott; ZENOVA, Alla Yurevna; WESOLOWSKI, Steven Sigmund; SUN, Shaoyi; (205 pag.)WO2020/47323; (2020); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

95-16-9, Benzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95-16-9, General procedure: To a reaction tube charged with xanthines (0.5 mmol), disulfides (0.3 mmol), Cu(OAc)2¡¤H2O (20 mg, 20 mol %), and AgOAc (1.7 mg, 2 mol %) was added 2 mL of xylene. After stirring at 145 C for 15 h under an O2 atmosphere, the reaction mixture was concentrated and purified by flash column chromatography on silica gel (dichloromethane/acetone = 20:1) to give 143.5 mg (yield: 95%) of compound 3aa as a white solid, mp: 147-149 C; 1H NMR (CDCl3, 600 MHz): delta 7.29-7.37 (m, 5H), 3.93 (s, 3H), 3.57 (s, 3H), 3.40 (s, 3H); 13C NMR (150 MHz, CDCl3): delta 155.0, 151.4, 148.1, 146.4, 130.9, 130.5, 129.6, 128.3, 109.6, 33.2, 29.9, 28.0.

As the paragraph descriping shows that 95-16-9 is playing an increasingly important role.

Reference£º
Article; He, Zuying; Luo, Fang; Li, Yinglong; Zhu, Gangguo; Tetrahedron Letters; vol. 54; 44; (2013); p. 5907 – 5910;,
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.944804-88-0,tert-Butyl 4-bromothiazol-2-ylcarbamate,as a common compound, the synthetic route is as follows.

944804-88-0, General procedure: To a solution of 51 (0.5g, 1.8mmol), 48 (0.381g, 2.7mmol) and triphenylphosphine (0.707g, 2.7mmol) in anhydrous THF (20mL) at 0C was added diisopropyl azodicarboxylate (DIAD) (0.545g, 2.7mmol) dropwise. The reaction mixture was allowed to stir at room temperature for 10min and then stirred at 40C overnight. The resulting mixture was concentrated and the residue was purified by silica gel flash chromatography (eluting with ethyl acetate in 74 petroleum ether 2-5%) to give the 172 product 52a as a white solid (0.365g, yield=50%).

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5198-88-9,2-Bromothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

5198-88-9, 2-Bromo-4-thiazolecarboxylic acid (0.10 g, 0.48 mmol) was activated with HATU (0.27 g, 0.72 mmol) and N,N-diisopropylethylamine (0.13 mL, 0.72 mmol) in DMF (1 mL) at room temperature. The solution of activated acid was added to a stirring solution of aminomethylcyclopropane (0.06 mL, 0.72 mmol) in DMF (1 mL) at room temperature. After stirring at room temperature for 18 h the DMF was removed under reduced pressure. The residue was partitioned between DCM (5 mL) and saturated aqueous NaHC03 (5 mL). The decanted organic layer was concentrated onto celite and purified by flash chromatography [EtOAc/hexanes] to afford 2-bromo-N- (cyclopropylmethyl)thiazole-4-carboxamide (0.10 g, 82 %). LCMS [M+H]+: 261.2.

5198-88-9 2-Bromothiazole-4-carboxylic acid 2763209, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
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Thiazole | chemical compound | Britannica

556-90-1,556-90-1, 2-aminothiazol-4(5H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To the magnetically stirred solution of 17 (232 mg, 2 mmol) in HOAc (7 mL), was added NaOAc (500 mg, 6 mmol). After 15 min 3,4-dimethoxybenzaldhyde (16a, 400 mg, 2.4 mmol) was added and the reaction mixture was heated under reflux for 72 h. The HOAc was removed under reduced pressure and the resultant solid was washed successively with water, methanol and EtOAc to obtain the desired products as solid. 10.2.1.8 5-(4-Chloro-3-nitrobenzylidene)-2-iminothiazolidin-4-one (14h) Orange solid; mp > 200 C; 338 mg, 60% yield; IR (neat) numax = 3214, 3009, 1965, 1693, 1667 cm-1; 1H NMR (400 MHz, CD3SOCD3) delta 9.58 (s, 1H), 9.33 (s, 1H) 8.20 (s, 1H), 7.82-7.89 (m, 2H), 7.62 (s, 1H); 13C NMR (100 MHz, CD3SOCD3): delta 180.28, 175.47, 148.21, 135.23, 134.26, 133.46 132.95, 126.39, 125.98, 125.79; HRMS (ESI-TOF): m/z calculated for C10H6ClN3O3S [M+Na]+, 305.9716; found 305.9712.

The synthetic route of 556-90-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Arfeen, Minhajul; Bhagat, Shweta; Patel, Rahul; Prasad, Shivcharan; Roy, Ipsita; Chakraborti, Asit K.; Bharatam, Prasad V.; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 727 – 736;,
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Thiazole | chemical compound | Britannica

302964-02-9, 2-Boc-Aminothiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00106] Compound 8 was made using by adapfing the synthesisdsdosed n J.Med.Chem. 2006, 6819. Synthesis of amde 5 was accomphshedn two steps, starting from compound 1. Compound I was converted to acidchorde 2 using oxay chorde n dchoromethane (DCM). Formafion of theacd chorde was confirmed by quenching an aquot n methano (MeOH);LCMS anayss ndcated the presence of the corresponding methy? ester 3 n>90%. Add Won of 2 to a mixture of excess anWne 4 and dsopropy ethyamne(DPEA) gave good conversion to amine 5. After fHtehng the sohds off thisafforded 1.15 g (40%) amde 5 n high purIty. Remova of the Boc-group using tr[fluoroacefic acid (TFA) gave good conversion to amine 6. Amine 6 was converted to compound 8 n the presence of compound 7 and sodium t-butoxde (NaOBu-t).

302964-02-9, The synthetic route of 302964-02-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; COMBS, Colin; MULLER, Gerhard; DAMEN, Eddy; NAGAMOTO-COMBS, Kumi; (73 pag.)WO2017/100703; (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.7405-23-4,Benzo[d]thiazol-4-ol,as a common compound, the synthetic route is as follows.

Triphenylphosphine (9.72 g, 37.0 mmol) was added to a solution of benzo[d]thiazol-4- ol (4.00 g, 26.5 mmol) in tetrahydrofuran (80 ml_). The reaction mixture was cooled to 0 ¡ãC, and (c/s)-methyl 3-hydroxycyclobutanecarboxylate (4.13 g, 31 .7 mmol) was added, followed by the dropwise addition of DIAD (7.20 ml_, 37.0 mmol). The reaction mixture was then warmed to room temperature, stirred over the weekend, and concentrated. The remaining material was purified on silica gel eluting with a 15percent-60percent EtOAc-hexanes gradient. The appropriate fractions were combined, evaporated under reduced pressure and placed in vacuo to give the title compound (6.72 g, 90percent) which contained about 1 .1 equivalent of reduced DIAD contaminant. 1H NMR (400 MHz, CD3SOCD3) delta 2.51 -2.67 (m, 2 H), 2.75 (td, J = 7, 4 Hz, 2H), 3.10-3.19 (m, 1 H), 3.67 (s, 3 H), 5.03-5.10 (m, 1 H), 6.68 (d, J = 8 Hz, 1 H), 7.26 (t, J = 8 Hz, 1 H), 7.45 (d, J = 8 Hz, 1 H), 8.84 (s, 1 H); LC-MS (LC-ES) M+H = 264., 7405-23-4

The synthetic route of 7405-23-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

41731-23-1, 2-Bromo-5-methylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,41731-23-1

Intermediate 8 (5.2 g, 14.9 mmol), 2-bromo-5-methyl-1,3-thiazole (1.87 mL, 17.9 mmol) and cesium carbonate (12.2 g, 37.3 mmol) were dissolved in 4:1 1,4- dioxane/water (75 mL). The solution was degassed with a stream of nitrogen for 10 mi Tetrakis(triphenylphosphine)palladium(0) (517.7 mg, 0.45 mmol) was addedand the reaction mixture heated at 100 C overnight. The reaction mixture was diluted with water (100 mL) and extracted with DCM (2 x 100 mL). The combined organics were dried (MgSO4), filtered and concentrated under reduced pressure. The crude material was purified by Biotage IsoleraTM chromatography (eluting with 1 – 40 % EtOAc in heptane on a 100 g KP-Si02 column) to give the title compound3.06 g (64 % yield) as a yellow solid.1H NMR (250 MHz, Chloroform-d): 6 [ppm] 8.11 (t, J = 1.4 Hz, 1H), 7.67 – 7.63 (m, 1H), 7.55 (dd, J = 2.5, 1.4 Hz, 1H), 7.52 (d, J = 1.2 Hz, 1H), 5.07 (td, J = 4.1, 2.2 Hz, 1H), 4.11 – 3.86 (m, 7H), 2.53 (d, J = 1.1 Hz, 3H), 2.35 -2.09 (m, 2H).LCMS (Analytical Method A) Rt = 1.34 mm, MS (ESIpos): m/z = 320 (M+H).

The synthetic route of 41731-23-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); 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

Starting compound (S)-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine(29)(4.00g;23.6mmol)was dissolved in tetrahydrofuran(THF) (30mL)and cooled in an icebath to 0C.Then di-tert-butyldicarbonate (5.42 g, 24.8 mmol) dissolved in THF (15 mL) was added dropwise. The reaction mixture was stirred for 60 h at room temperature. The solvent was removed under reduced pressure. Yield: 99.8% (6.35g),palebrownamorphoussolid.[alpha]D25 -56.8(c0.42,MeOH). 1HNMR(400MHz,DMSO-d6)delta1.39(s,9H,3¡ÁCH3),1.52-1.68(m, 1H, 5-CH2), 1.80-1.90 (m, 1H, 5-CH2), 2.30-2.48 (m, 3H, 4-CH2, 7CH2),2.69(dd,J7,7? =14.9Hz,J7,6 =5.3Hz,1H,7-CH2),3.57-3.70 (m,1H,6-CH),6.65(s,2H,NH2),6.95(d,J=7.7Hz,1H,CONH)ppm. 13C NMR (100 MHz, DMSO-d6) delta 24.9, 28.2, 28.9, 46.8, 77.6, 112.4, 144.1, 154.9, 166.1 ppm. MS (ESI + ): m/z = 292.4 ([M + Na]+), 214.2(100%).

106092-09-5, 106092-09-5 (S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole 11521153, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Gjorgjieva, Marina; Kikelj, Danijel; Liekens, Sandra; Lillsunde, Katja-Emilia; Naesens, Lieve; Lamut, Andra?; Tammela, Paeivi; Toma?i?, Tihomir; Bioorganic Chemistry; vol. 98; (2020);,
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.41731-23-1,2-Bromo-5-methylthiazole,as a common compound, the synthetic route is as follows.

A mixture of3-brorno-5-chioro-4-fiuorophenol (500 mg, 2.218 mrnol), 2-brorno- 5-methyithiazole (434 mg,2.440 mmol) and Cs2CO3 (1.08 g, 3.33 mmoi) in NMP (6 rnL) was stirred under microwave irradiation at 150C for 30 mm. The mixture was extracted with EtOAc (20 mnLx3), and the organic layer was washed with water (15 mE). The organic layer was dried (Na2SO4) andconcentrated in vacuo. The residue was purified by reverse phase HPLC on a GILSON 281 instrument fitted with a Phenomenex Synergi C18 (250*21.2 mm*4 lim) column using water (0.2% TFA) and ACN as eluenis (Mobile phase A: water (0. 2% TFA). Mobile phase B: ACN, Detector wavelength: 220 nm) followed by concentration in vacuo to obtain the title compound.?H NMR (400 MHz, CDC13) 5 7.43 (dd. J=489, 2.93 Hz, 1 H) 7.34 (dd, J=5.48, 2.74 Hz, I H)6.91 (s, 1 H) 2.38 (s, 3 Fl).

41731-23-1, 41731-23-1 2-Bromo-5-methylthiazole 21906106, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADAMS, Gregory, L.; COX, Jason, M.; DEBENHAM, John, S.; EDMONDSON, Scott; GILBERT, Eric, J.; GUO, Yan; JIANG, Yu; JOSIEN, Hubert; KIM, Hyunjin, M.; LAN, Ping; MIAO, Shouwu; PLUMMER, Christopher, W.; RAJAGOPALAN, Murali; SHAH, Unmesh; SUN, Zhongxiang; TRUONG, Quang, T.; UJJAINWALLA, Feroze; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; SUZUKI, Takao; WANG, Nengxue; (182 pag.)WO2017/205193; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica