Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.324579-90-0,4-Cyclopropylthiazol-2-amine,as a common compound, the synthetic route is as follows.

0.15 mmol6-(2-chloropyrimidin-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole,0.30 mmol 4-cyclopropyl-2-aminothiazole,0.025 mmol of tris(dibenzylideneacetone) dipalladium,0.028 mmol 2-dicyclohexylphosphor-2′,6′-diisopropoxy-1,1′-biphenyl,Mix 0.5 mmol cesium carbonate and 80 mL 1,4-dioxane.Put it on a vacuum pump for 10 minutes.Remove the water in the reaction material,In an argon atmosphere,110 ¡ãC reaction overnight;After the reaction is completed, naturally cool to room temperature.Extracted with ethyl acetate,The resulting organic phase is washed with saturated sodium chloride solution.Dry the resulting organic layer under reduced pressureThen column chromatography,N-(4-cyclopropylthiazol-2-yl)-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-yl)pyrimidin-2-amine is obtained;0.5mmolN-(4-cyclopropylthiazol-2-yl)-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-yl)Pyrimidin-2-amine,Mix 5 mL of ethanol with 0.5mL of hydrochloric acid 1,4-dioxane solution.70 ¡ã C reaction 2h;After the reaction is complete, the resulting material is adjusted to pH 8 with saturated sodium bicarbonate solution.Extracted with ethyl acetate,The resulting organic phase is washed with saturated sodium chloride solution.The resulting organic layer was spin-dryed under reduced pressure and then subjected to column chromatography.The target product N-(4-cyclopropylthiazol-2-yl)-4-(1H-indazol-6-yl)pyrimidin-2-amine was obtained as a white solid.(N-(4-cyclopropylthiazol-2-yl)-4-(1H-indazol-6-yl)pyrimidin-2-amine.Compound No. 2n)., 324579-90-0

As the paragraph descriping shows that 324579-90-0 is playing an increasingly important role.

Reference£º
Patent; South Medical University Zhongxiyi Binding Hospital; Zhu Zhibo; Zhou Jin; Yang Zike; Wang Hao; Liao Bohong; (21 pag.)CN107721991; (2018); A;,
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14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 3: Step a N-Methoxy-N-methylthiazole-5-carboxamide Triethylamine (2.77 mL, 19.9 mmol) was added slowly to a mixture of commercially available thiazole-5-carboxylic acid (1.03 g, 7.98 mmol), N,O-dimethylhydroxylamine hydrochloride (0.778 g, 7.98 mmol), and EDCI (1.83 g, 9.57 mmol) in CH2Cl2 (10 mL). The mixture was stirred at room temperature for 72 hours then quenched with saturated aqueous NaHCO3. Water (50 mL) was added followed by additional CH2Cl2. The mixture was stirred for 10 minutes and layers were separated. The CH2Cl2 layer was dried over Na2SO4 and filtered. The solvent was removed under reduced pressure and the residual oil was chromatographed (CH2Cl2/EtOAc) to provide the title compound as a white solid., 14527-41-4

14527-41-4 5-Thiazolecarboxylic acid 84494, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; US2014/107096; (2014); 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.693-95-8,4-Methylthiazole,as a common compound, the synthetic route is as follows.

-Hydroxy-4-(4-methylthiazol-5-yl)benzonitrile Under an atmosphere of nitrogen, a mixture of 4-bromo-2-hydroxybenzonitrile (commercially available from for example Fluorochem) (15 g, 76 mmol), 4-methylthiazole (commercially available from for example Aldri

693-95-8, 693-95-8 4-Methylthiazole 12748, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; YALE UNIVERSITY; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CAMBRIDGE ENTERPRISE LIMITED UNIVERSITY OF CAMBRIDGE; CREWS, Craig, M.; BUCKLEY, Dennis; CIULLI, Alessio; JORGENSEN, William; GAREISS, Peter, C.; MOLLE, Inge, Van; GUSTAFSON, Jeffrey; TAE, Hyun-Seop; MICHEL, Julien; HOYER, Dentin, Wade; ROTH, Anke, G.; HARLING, John, David; SMITH, Ian Edward, David; MIAH, Afjal, Hussain; CAMPOS, Sebastian, Andre; LE, Joelle; WO2013/106646; (2013); A2;,
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556-90-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.556-90-1,2-aminothiazol-4(5H)-one,as a common compound, the synthetic route is as follows.

General procedure: To a solution of the pseudothiohydantoin 6a (139 mg, 1.2 mmol), and sodium acetate (328 mg, 4.0 mmol) in acetic acid (5 ml) was added 5-phenyl-2-furaldehyde 5a (172 mg,1.0 mmol) at 25C. The solution was refluxed at 135C for 12 h. The precipitate was filtered and washed with water and diethyl ether. The filter cake was dried under high vacuum to afford 230 mg (85%) of compound 7a as an orange solid.

556-90-1 2-aminothiazol-4(5H)-one 11175, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Jung, Michael E.; Ku, Jin-Mo; Du, Liutao; Hu, Hailiang; Gatti, Richard A.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5842 – 5848;,
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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.383865-57-4,4-Methoxy-7-morpholinobenzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

4-Oxo-piperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide Using 4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine and piperidin-4-one the title compound was obtained as white solid (38%). MS: m/e=391 (M+H+).

383865-57-4, As the paragraph descriping shows that 383865-57-4 is playing an increasingly important role.

Reference£º
Patent; Alanine, Alexander; Flohr, Alexander; Miller, Aubry Kern; Norcross, Roger David; Riemer, Claus; US2002/45615; (2002); A1;,
Thiazole | C3H3NS – PubChem
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.,615-21-4

14.5 g (87.5 mmol) of 2-hydrazinobenzothiazole was dissolved in 200 ml ofDMF under a nitrogen stream in a four-necked reactor equipped with a thermometer. To this solution were added 36.3 g (263 mmol) of potassium carbonate and 25.0 g (105 mmol) of 1,1,1-trifluoro-4-iodobutane and the whole mass was stirred at 80 C. for 8 hours. After completion of the reaction, the reaction solution was cooled to 20 C. and added to 1,000 ml of water, and the mixture was extracted with 1,000 ml of ethyl acetate. After drying the ethyl acetate layer over anhydrous sodium sulfate, sodium sulfate was filtered off. Ethyl acetate was distilled off under reduced pressure from the filtrate on a rotary evaporator to afford a yellow solid. This yellow solid was purified by silica gel column chromatography (n-hexane/ethyl acetate=85:15) to afford 9.61 g of compound (3m) as a white solid (yield: 39.9%). The structure of the target product was identified by 1H-NMR .1H-NMR(500 MHz, CDC13 , TMS, oppm): 7.61(d, lH, 1=8.0 Hz), 7.54(d, lH, 1=7.8 Hz), 7.30(dd, lH, 1=7.8 Hz, 7.8 Hz), 7.09(dd, lH, 1=7.8 Hz, 8.0 Hz), 4.24(s, 2H), 3.81(t, 2H, 1=7.0 Hz), 2.16-2.26(m, 2H), 1.99-2.05(m, 2H)

The synthetic route of 615-21-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, Kei; OKUYAMA, Kumi; SANUKI, Kanako; (45 pag.)US2018/99921; (2018); A1;,
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Thiazole | chemical compound | Britannica

3364-80-5, Thiazole-4-carboxaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,3364-80-5

General procedure: A solution of substituted o-phenyldiamine (1.0 equiv), thiazole-4-aldehyde or pyridine-2-aldehyde (1.0 equiv) with sodium pyrosulfite in DMF was stirred at 120¡ã C overnight. On completion of the reaction monitored by TLC, the solvent was evaporated and the residue was purified by silica gel chromatography by DCM/MeOH system to afford the final product. If necessary, the crudeproduct could be recrystallized in DCM or dichloroethane to afford pure sample.

The synthetic route of 3364-80-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Chao; Zhong, Bo; Yang, Simin; Pan, Liangkun; Yu, Siwang; Li, Zhongjun; Li, Shuchun; Su, Bin; Meng, Xiangbao; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3774 – 3780;,
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Thiazole | chemical compound | Britannica

101012-12-8, 2-Chloro-1,3-thiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A stirred solution of 2-chlorothiazole-5-carboxylic acid (compound of formula XIV) (25 g, 152.8 mmol) in thionyl chloride (54.54 g, 458 mmol, 3 eq) and a catalytic amount of DMF were heated at 1 10C for 16 hours. Then excess thionyl chloride was removed to give 28.3 g of crude 2-chlorothiazole-5- carbonyl chloride XV. In a sealed tube PCI5 (102 g, 489 mmol, 3.2 eq) was added to the acid chloride and the mixture was heated at 190C for 48 hours. The reaction mixture was slowly poured into ice water keeping the temperature below 10C. The flask was washed with dichloromethane and the aqueous phase was extracted with dichloromethane (3 X 200 ml). The combined organic phases were washed with water (1 x 100 ml) and brine (1 x 100 ml), dried over anhydrous Na2S04 and concentrated to give 42.5 g of crude material. The residue was dissolved in 100 ml dichloromethane, 100 ml 10% NaOH solution was added, and the mixture was stirred for 1 hour. The phases were separated and the aqueous phase was extracted with dichloromethane. The combined organic phases were washed with water and brine, dried over anhydrous Na2S04, and concentrated. The residue was purified through silica gel column using hexane as an eluent. 22.2 g (92.7 mmol) of product XIII were obtained (yield 61.3%).

101012-12-8, As the paragraph descriping shows that 101012-12-8 is playing an increasingly important role.

Reference£º
Patent; SYNGENTA PARTICIPATIONS AG; HUETER, Ottmar, Franz; HOPPE, Mark; SMEJKAL, Tomas; DUMEUNIER, Raphael; FEDOU, Nicolas; GODINEAU, Edouard; WEGE, Philip; MAIENFISCH, Peter; (61 pag.)WO2019/81575; (2019); 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.35272-15-2,2-Methylthiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 309 /V-{[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H- pyrazolo[3,4-/j]pyridin-5-yl]methyl}-2-methyl-1,3-thiazoIe-4-carboxamide2-Methyl-1 ,3-thiazole-4-carboxylic acid [e.g. available from Acros Organics] (125mg) was dried overnight under vacuum over phosphorus pentoxide and was then suspended in dry dichloromethane (2ml) and treated at 2O0C with oxalyl chloride (0.077ml) and DMF (1 drop). The mixture was stirred at room temperature for 25mins and was then added dropwise to a solution of Intermediate 16 (240mg) in anhydrous acetonitrile (5ml). DIPEA (0.155ml) was added and the solution stirred at room temperature for 3h. The solution was blown down to dryness and purified by mass directed autoprep HPLC to give a pale orange gum. The gum was further purified using an SPE cartridge (5g, aminopropyl) which had been pre-washed with methanol. Elution with methanol gave Example 309 as a pale orange gum (287mg). LCMS showed MH+ = 429; TRET = 2.37min., 35272-15-2

The synthetic route of 35272-15-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/36733; (2007); 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.777-12-8,6-(Trifluoromethyl)benzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

777-12-8, 102031 5 -chloro-2-methoxy-3 -ethylbenzoic acid (100mg, 0 .467mmo1) was dissolved in DMF (5m1). HBTU (2 13mg, 0.56 immol) was added followed by DIPEA (244u1, 1.4Ommol). The resulting mixture was stirred at rt for l5mins, then 6- (trifluoromethyl)benzo[d]thiazol-2-amine (102mg, 0 .467mmo1) was added. The resulting mixture was stirred at 120¡ãC for 24h. Saturated NH4C1 solution was added and extracted with EA for two times. The combined EA layer was dried over Na2504 and concentrated under reduced pressure. The residue was purified via silica gel column chromatography to give title compound as a yellow powder (115mg, 62percent). ?H NIVIR (300 IVIFIz, Acetone-d6) 8.40 (s, 1H), 8.10 (s, 1H), 7.90 (d, J = 8.7 Hz, 1H), 7.81 (d, J = 8.1 Hz, 1H), 7.39 (s, 1H), 2.72 (q, J=9.OHz, 2H), 1.24 (t, J = 9.0 Hz, 3H). MS (ESI) [M+H]requires m/z 401.03, found m/z400.6.

As the paragraph descriping shows that 777-12-8 is playing an increasingly important role.

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