Day: March 17, 2022

4175-72-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4175-72-8,4-Chlorothiazole,as a common compound, the synthetic route is as follows.

[00262] To a thoroughly degassed solution of tert-butyl 4-(5,6-dichloro-2-iodo- pyrimidin-4-yl)-6,6-difluoro-1 ,4-diazepane-1 -carboxylate (3-003, prepared in scheme 3) (1 .6 g, 3.14 mmol), 4-chlorothiazole (0.38 g, 3.14 mmol) and cesium carbonate (1 .54 g, 4.71 mmol) in isoamyl alcohol (16 mL) was added palladium acetate (0.04 g, 0.157 mmol) and tri-tert- butylphosphonium tetrafluoroborate (0.09 g, 0.314 mmol). The mixture was heated to 90 C for 18 h. The reaction mixture was cooled before being diluted with ethyl acetate and 2 M HCI, and the two phases were separated. The aqueous was further extracted with ethyl acetate, the combined organics were dried (MgS04) and concentrated to dryness affording a dark brown film. The film was purified using flash chromatography on silica gel eluting with a mixture of ethyl acetate in cyclohexanes (0-50%). The desired fractions were concentrated to dryness to give the title compound (282 mg, 18%) as a brown film. LCMS: RT 5.82 min, Ml 502, Method (4LCMS1 ); NMR (400 MHz, CDCI3) delta 8.78 (s, 1 H), 4.49 (t, J = 12.1 Hz, 2H), 3.94 (s, 4H), 3.86 – 3.77 (m, 2H), 1 .49 (s, 9H).

The synthetic route of 4175-72-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; CARSWELL, Emma L.; CHARLES, Mark David; EKWURU, Chukuemeka Tennyson; ELUSTONDO, Fred; FOWLER, Catherine M.; OTT, Gregory R.; ROFFEY, Jonathan R; BROOKFIELD, Joanna L.; FORD, Daniel; CALDER, Mathew L.; (159 pag.)WO2018/87527; (2018); 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.182344-56-5,2-Chloro-4-fluorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 162 (+)-(4aR)-(10bR)-4-methyl-8-(4-fluoro-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2-chloro-4-fluoro benzothiazole (86 mg, 0.46 mmol and 1 mL of anhydrous dimethylformamide, fitted with a reflux condenser, and the stirred mixture was heated at 60, under nitrogen, for 48 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (80% ethyl acetate/hexanes eluent) to give 91 mg (58%) of the title compound as an amorphous solid. mp 140-145. FDMS: m/e=412. alpha[D]589 =+70.06 (c=0.52, chloroform).

182344-56-5, The synthetic route of 182344-56-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ELi Lilly and Company; US5629007; (1997); 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.59418-09-6,Methyl 4-thiazolecarboxylate,as a common compound, the synthetic route is as follows.

59418-09-6, A solution of 29 (0.014 mol) of methyl thiazole-4-carboxylate and 12 mL of 10% sodium hydroxide (0.03 mol) was added to a 100 mL three-necked flask and heated to reflux for 1 h.After cooling, a 20% HCl solution was added to the ice bath to neutralize pH = 3, and a solid was precipitated, suction filtered, and washed with a small amount of water.Drying gave the product thiazole-4-carboxylic acid 1.729 in a yield of 96.1%.

As the paragraph descriping shows that 59418-09-6 is playing an increasingly important role.

Reference：
Patent; Jiangsu Nuoen Crop Science Co., Ltd.; Meng Xianfeng; (9 pag.)CN109574953; (2019); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Production Example 10 To a mixture of 11 g of benzothiazole-6-carboxylic acid, 15 g of 3-hydroxybenzylamine hydrobromide, 20 ml of pyridine and 150 ml of DMF was added 14 g of WSC at 0C, and the mixture was stirred at room temperature for 1 hour. To the reaction mixture was added water, and the solvent was distilled off under reduced pressure. To the residue was added water, and the generated solid was collected by filtration. The solid was washed with water and hexane, and dried under reduced pressure. Sixteen g ofN- (3-hydroxyphenyl) methyl-benzothiazole-6-carboxamide was obtained.N- ( 3-hydroxyphenyl )methyl-benzothiazole-6-carboxamid 1H-NMR (DMSO-d6) delta: 4.45 (2H, d, J = 5.9 Hz), 6.64 (IH, dd, J = 7.2, 1.6 Hz), 6.76-6.77 (2H, m) , 7.12 (IH, t, J = 8.0 Hz), 8.06 (IH, dd, J = 8.5, 1.7 Hz) , 8.17 (IH, d, J = 8.5 Hz) , 8.71 (IH, d, J = 1.7 Hz), 9.15 (IH, t, J = 5.9 Hz), 9.33 (IH, s) , 9.54 (IH, s) ., 3622-35-3

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/157528; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14527-44-7, Methyl thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 0. 54 g of g-4 and 10ml tetrahydrofurane (THF) was stirred at 0C under a nitrogen atmosphere. The mixture of 0. 16g of lithium aluminium hydride and 5ml of ether was added drop wise. After lhour at 0C water and 20% sodium hydroxide were added, and stirred during 30 minutes. The mixture was filtered over decalite and the solvent was removed by azeotropique distillation with toluene yielding 0.3g (69%) of thiazol-5-yl-methanol (g-5).

14527-44-7, 14527-44-7 Methyl thiazole-5-carboxylate 331117, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; TIBOTEC PHARMACEUTICALS LTD; WO2003/97616; (2003); 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.1123-51-9,Benzo[d]thiazol-4-amine,as a common compound, the synthetic route is as follows.

General procedure: 6-Bromo-4-chloroquinoline (1.0 equiv.) and 3,4,5-trimethoxyaniline (1.1 equiv.) were suspended in ethanol (10 mL) and refluxed for 18 h. The crude mixture was purified by flash chromatography using EtOAc:hexane followed by 1-5% methanol in EtOAc, solvent was removed under reduced pressure to afford the desired product (1, 8-11, 13-31, and 33-43).

1123-51-9, 1123-51-9 Benzo[d]thiazol-4-amine 298490, athiazole compound, is more and more widely used in various fields.

Reference：
Article; Asquith, Christopher R.M.; Bennett, James M.; Su, Lianyong; Laitinen, Tuomo; Elkins, Jonathan M.; Pickett, Julie E.; Wells, Carrow I.; Li, Zengbiao; Willson, Timothy M.; Zuercher, William J.; Molecules; vol. 24; 22; (2019);,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

6294-52-6, 5,6-Dimethoxybenzo[d]thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6294-52-6, 4.1.1.4 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-N-(5,6-dimethoxybenzo[d]thiazol-2-yl)benzamide 4d Obtained from the reaction of 2d with 3, yellow solid, yield 82% (072?gm), mp 155-156?C. 1HNMR (400?MHz, DMSO-d6) delta 9.97 (s, 1H, NH exchanged with D2O), 7.72 (s, 1H, Ar H), 7.62 (d, J?=?1.8, 8.2, 1H, Ar H), 7.40 (s, 1H, Ar H), 7.31 (d, J?=?1.8, 1H, Ar H), 7.22 (d, J?=?8.2, 1H, Ar H), 7.02 (s, 1H, CHF2), 3.98 (d, J?=?6.92, 2H, CH2), 3.81 (s, 3H, OCH3), 3.76 (s, 3H, OCH3), 1.30 (m, 1H, CH), 0.61 (m, 2H, 2 CH), 0.38 (m, 2H, 2 CH). 13C NMR (100?MHz, DMSO-d6) delta 164.80, 149.97, 148.64, 148.45, 142.84, 132.44, 129.51, 120.94, 119.56, 116.99, 115.45, 114.42, 114.03, 113.10, 111.59, 73.72, 56.50, 56.31, 10.43, 3.52. IR (KBr) upsilonmax?cm-1: 3259 (NH), 1647 (C=O). Elemental analysis calcd (%) for C21H20F2N2O5S (450.46): C, 55.99; H, 4.48; N, 6.22. Found: C, 56.23; H, 4.62; N, 6.39.

As the paragraph descriping shows that 6294-52-6 is playing an increasingly important role.

Reference：
Article; Moussa, Bahia A.; El-Zaher, Asmaa A.; El-Ashrey, Mohamed K.; Fouad, Marwa A.; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 477 – 486;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 162 (+)-(4aR)-(10bR)-4-methyl-8-(4-fluoro-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one STR179 A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2-chloro-4-fluoro benzothiazole (86 mg, 0.46 mmol and 1 mL of anhydrous dimethylformamide, fitted with a reflux condenser, and the stirred mixture was heated at 60, under nitrogen, for 48 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (80% ethyl acetate/hexanes eluent) to give 91 mg (58%) of the title compound as an amorphous solid. mp 140-145. FDMS: m/e=412. alpha[D]589 =+70.06 (c=0.52, chloroform)., 182344-56-5

As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US5578724; (1996); 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.14190-59-1,Thiazole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Benzoic aldehyde (25mmol) was added to the 25percent ammonia water solution (20mL) containing potassium cyanide (KCN) (30mmol) and ammonium chloride (37.5mmol). The resulted mixture was stirred for 56 hours, and the reaction was tracked by TLC. The reactant was extracted with dichloromethane. Then the extract was dried over magnesium sulphate (MgSO4), and the solvent was concentrated to obtain compound 9 (2.9g, yield 90percent). Compound 9 (6mmol) was mixed with EDC (7.8mmol), DMAP (0.6mmol) and thiazole-2-formic acid (6mmol). The resulted mixture was cooled under ice bath (0°C), subsequently DMF was added thereto (15mL). The progress of reaction was tracked by TLC. After the reaction was completed, the reactant was diluted with water, and extracted with ethyl acetate. The solvent was removed completely by concentration, and compound 10 was obtained by separation through column chromatograph (0.76g, yield 50). Compound 10 (3.1mmol) was mixed with triphenylphosphine (Ph3P) (7.75mmol) and carbon tetrachloride (CCl4) (7.75mmol), and the resulted mixture was dissolved in acetonitrile (20mL). The reaction was conducted at 45°C and tracked by TLC. After the reaction was completed, the solvent was removed by concentration, and compound 11 (Wang261) (yield 60percent) was obtained by separation through column chromatograph with petroleum ether/ ethyl acetate (volume ratio 5:1)., 14190-59-1

The synthetic route of 14190-59-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; EP1889843; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

31785-05-4, Ethyl 5-amino-2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-chloro-N-cyclopropyl-8-((4-methoxybenzyl)(methyl)ammno)imidazo[ 1,2- bjpyridazine-3-carboxamide (id) (44 mg, 0.114 mmol), ethyl 5-amino-2-methylthiazole-4-carboxylate (84a) (31.9 mg, 0.171 mmol), and BrettPhos (12.24 mg, 0.023 mmol) were added to a flask and that was subsequently flushed with nitrogen. N,Ndimethylacetamide (1 mL) was added and the heterogeneous mixture was sparged with nitrogen for a few minutes. Cesium carbonate (111 mg, 0.342 mmol) and Pd2dba3 (20.88 mg, 0.023 mmol) were added, and the resulting mixture was then heated to 115 Covernight. After cooling to rt, water (15 ml) was added and the resulting mixture was extracted with EtOAc (3 x 40 ml). The combined organic layers were washed with 10% LiC1 (40 ml), brine (40 ml), dried over sodium sulfate. This solution was filtered, concentrated, and purified by flash chromatography eluting with 0-100% EtOAc in hexanes on a 12g column. The clean fractions were concentrated to afford ethyl 5-((3- (cyclopropylcarbamoyl)-8-((4-methoxybenzyl)(methyl)amino)imidazo[ 1 ,2-bj pyridazin-6- yl)amino)-2-methylthiazole-4-carboxylate (84b) (51 mg, 0.095 mmol, 83 % yield) as a tan solid. LC retention time 0.98 mm [Al. MS (E+) m/z: 536 (MH)., 31785-05-4

The synthetic route of 31785-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; SPERGEL, Steven, H.; MERTZMAN, Michael, E.; (132 pag.)WO2018/67432; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica