Category: thiazole

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;,
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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);,
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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;,
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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;,
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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;,
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Thiazole | chemical compound | Britannica

1477-42-5, 4-Methylbenzo[d]thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add commercially available 2-amino-4-methy-benzothiazole (10 g, 61 mmol) portionwise to a black solution of copper (II) bromide (16 g, 73 mmol) and TERT-BUTYL nitrite (11.9 mL, 99 mmol) in acetonitrile (220 mL) at room temperature under nitrogen over the course of five min and stir the mixture for 30 min. Dilute the mixture with 1 N HCL (500 mL) and extract with ethyl acetate (3 x 500 mL). Wash the combined organic extracts with 1 N HCL (250 mL), dry over MGS04 and remove the solvents under reduced pressure. Purify the residue by filtration through a plug of silica gel, eluting with ethyl acetate (500 mL), and remove the solvents under reduced pressure to afford 2-bromo-4-methylbenzothiazole (Step 1) as a black solid (12.68 g, 91%): 1H NMR (CDCL3) 6 2.70 (s, 1H), 7.20 (m, 2H), 7.60 (d, 1H) ; APCI mass spectrum M/Z 228 [C8H6NSBR + H] +., 1477-42-5

As the paragraph descriping shows that 1477-42-5 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2004/63155; (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.399-74-6,2-Chloro-6-fluorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

Example 3: N-[(/5^25)-2-[(6-Fluoro-l<3-benzothiazol-2-vl)amino1cvclopentyl1-2<6- dimethoxybenzamide A microwave vial was charged N-((iS,2S)-2-aminocyclopentyl)-2,6-dimethoxybenzamide hydrochloride (Intermediate 11; 80 mg, 0.266 mmol), DIPEA (0.26 ml, 0.266 mmol) and 2-chloro-6-fluoro-l,3-benzothiazole (50 mg, 0.266 mmol) and the resulting mixture was heated with microwave irradiation at 250 C for 20 minutes. The reaction was purified by reverse phase preparative HPLC eluted with acetonitrile / water (with 0.1% ammonia) to afford the title compound.1H NMR (DMSO- e) delta ppm 1.48 - 1.77 (m, 4 H), 2.02 - 2.14 (m, 2 H), 3.62 (s, 6 H), 4.09 - 4.27 (m, 2 H), 6.51 - 6.65 (m, 2 H), 7.03-7.05 (m, 1 H), 7.18 - 7.38 (m, 2 H), 7.59 (m, 1 H) and 8.12-8.15 (m, 2 H)MS ES+: 416 399-74-6, The synthetic route of 399-74-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
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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.

Part F: Ethyl 4-methyi-2-morpholin-4-yl-1.3-thiazole-5-carboxylate; A mixture of ethyl 2-bromo-4-methyl-ls3-thiazole-5-carboxylate (950 mg, 3.80 mmol), morpholine (0.5 mL, 5.70 mmol), and potassium carbonate (1.1 g, 7.60 mmol) in 4.0 ml of NMP is heated to 130 ¡ãC for 1.5 h. The reaction is cooled to RT, and the NMP is removed in vacuo. The residue is partitioned between CH1CI2 and water (20 ml each), and the layers are separated. The aqueous layer is extracted once more with 20 ml of CH2CI2, and the combined organic extracts are dried (Na2SQ4), filtered, and evaporated in vacuo to give the title compound as an off-white solid. Mass spec. (257.06, M+H)., 22900-83-0

22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; NEUROGEN CORPORATION; WO2008/83070; (2008); 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.76874-79-8,2-Amino-4-chlorothiazole-5-carbaldehyde,as a common compound, the synthetic route is as follows.

EXAMPLE 4; 16.3 parts of 2-amino-4-chloro-5-formylthiazole are dissolved in 100 parts of sulphuric acid 93% and admixed with 32 parts of nitrosylsulphuric acid 40% at 0 to 5C in the course of 30 minutes. This is followed by 3 hours of stirring in an icebath, and the diazonium salt solution is poured continuously into a mixture of 41.0 parts of phenylcarbonylmethyl 3- [N-allyl-N- (5′-acetylamino-2′-methoxy-phenylamino)]- propionate, 100 parts of glacial acetic acid, 2 parts of sulphamic acid and 300 parts of ice/water. The precipitated dye is filtered off, washed acid free with water and dried at 60C under reduced pressure. The dye obtained, which has Amax = 625 (DMF), conforms to the formula and dyes polyester materials in greenish navy shades and is useful as individual dye or in navy and black mixtures for the eForon RD rapid-dyeing process, with very good fastnesses, 76874-79-8

As the paragraph descriping shows that 76874-79-8 is playing an increasingly important role.

Reference£º
Patent; CLARIANT INTERNATIONAL LTD; WO2005/56690; (2005); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3364-78-1,2-(Chloromethyl)thiazole,as a common compound, the synthetic route is as follows.

Step-(iii): A stirred solution of O (0.97 g, 6.46 mmol), G (1 g, 3.23 mmol) and potassium carbonate (1.33 g, 9.69 mmol) in dry DMF (10 ml) was degassed with nitrogen for 10 minutes. After 10 minutes Pd(dppf)2Cl2 (260 mg, 0.32 mmol) was added, again degassed with nitrogen for 10 minutes and the reaction mixture was stirred at 1 10C for 14 h. The progress of the reaction was monitored by TLC. After 14 h of stirring, the mixture was cooled to 20- 35C, diluted with water (100 ml) and extracted with ethyl acetate (2 x 100- ml). The combined organic layers were washed with brine (100 ml), followed by drying over anhydrous Na2SC>4 and filtering. The filtrate was rotary evaporated to get residue which was purified by column chromatography using a mixture of 30% ethyl acetate/hexane as an eluent to get the desired compound as a palebrown liquid (400 mg, 44%). NMR (400 MHz, DMSO-d6) delta 7.70 (d, J = 3.4 Hz, 1H), 7.60 (d, J = 3.5 Hz, 1H), 5.60 (s, 1H), 3.82 (s, 2H), 3.71 (s, 2H), 3.38 (t, J = 5.9 Hz, 2H), 2.06-1.96 (m, 2H), 1.40 (s, 9H)., 3364-78-1

3364-78-1 2-(Chloromethyl)thiazole 14090864, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; TAKHI, Mohamed; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; MAHADARI, Muni Kumar; KOTTAM, Chandrashekar Reddy; ABD RAHMAN, Noorsaadah; YUSOF, Rohana; WO2013/80222; (2013); A1;,
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