Heterocyclic Building Blocks-Thiazole

59020-44-9, 4-Phenylthiazole-2-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,59020-44-9

The desired carboxylic acid (1.2-1.5 eq) is suspended in CH2Cl2, and treated with oxalyl chloride (6 eq) and DMF (catalytic) for 1.5 to 18 hours to obtain a clear solution. The solution was concentrated to dryness and a pyridine suspension of the desired aniline (1.0 eq) was added and the reaction mixture was stirred at room temperature for up to 18 hours or microwave heated (160 deg C, 10 min). If the product precipitates from solution it is collected by filtration, co-evaporated with methanol and purified by chromatography. If it does not precipitate from solution it can be concentrated to dryness, triturated and then purified by chromatography.Acid chlorides were also prepared by suspending the appropriate acid in SOCl2 and heating at reflux for several hours. The excess SOCl2 is removed under reduced pressure, and the residue chased with toluene. The resulting acid chloride was dried under vacuum and used without further pur. The title compound was prepared according to amide synthesis general method B, utilizing 2-(6-((4-(2-methoxyethyl)piperazin-l-yl)methyl)thiazolo[5,4- b]pyridin-2-yl)aniline and 4-phenylthiazole-2-carboxylic acid (1.5 eq). Addition of water to the crude reaction did not precipitate the product, therefore it was concentrated, triturated with hot MeCN, MeCN/EtOAc/MeOH mixture, and EtOAC/MeOH sequentially. The resulting pale yellow solid was lyophilized with a MeCN/water/HCl mixture and subsequently purified on prep HPLC. MS Calcd for C30H30N6O2S2: 570.19. Found (M+H)+ m/z = 571

As the paragraph descriping shows that 59020-44-9 is playing an increasingly important role.

Reference£º
Patent; SIRTRIS PHARMACEUTICALS, INC.; OALMANN, Christopher; DISCH, Jeremy, S.; NG, Pui, Yee; PERNI, Robert, B.; WO2010/71853; (2010); 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.101258-16-6,1-(2-Aminothiazol-4-yl)ethanone,as a common compound, the synthetic route is as follows.

To a DMF (5 mL) solution of (trans)- 3-((3-bromobenzofuran-7- yl)oxy)cyclobutanecarboxylic acid (Intermediate 1 12) (100 mg, 0.321 mmol) was added HATU (147 mg, 0.386 mmol) and N,N-diisopropylethylamine (0.17 mL, 0.96 mmol). After 5 minutes, 1 -(2-aminothiazol-4-yl)ethanone (50 mg, 0.35 mmol) was added, and the mixture was stirred for 12 h, poured into water, and extracted with EtOAc (3X). The combined organic layers were dried over Na2SC>4, filtered and concentrated. This residue was purified on silica gel, eluting with 0%-100% EtOAc: EtOH (3:1 ) in hexanes to give the title compound (97 mg, 58%). 1H NMR (400 MHz, CD3SOCD3) delta 2.37-2.44 (m, 2 H), 2.66 (s, 3 H), 2.67-2.75 (m, 2 H), 3.42 (d, J = 5 Hz, 1 H), 5.03 (t, J = 6 Hz, 1 H), 6.72 (d, J = 8.40 Hz, 1 H), 6.82-6.94 (m, 1 H), 7.32-7.41 (m, 1 H), 8.03-8.15 (m, 2 H), 12.50 (s, 1 H); LC-MS (LC-ES) M+H = 435, 437 (Br pattern)., 101258-16-6

As the paragraph descriping shows that 101258-16-6 is playing an increasingly important role.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1603-91-4,4-Methylthiazol-2-amine,as a common compound, the synthetic route is as follows.

To a round bottom flask containing 40 mL CHUCK was added I (695 mg, 6.09 mmol), 4-DMAP (52.3 MG, 0.43 mmol), and BOC20 (1.374 g, 6.29 mmol). The reaction mixture was stirred overnight at room temperature. Concentration of the solution in vacuo was followed by purification by column chromatography (silica gel, hexanes: EtOAc, 10: 1), affording the product as white crystals (54 %)., 1603-91-4

As the paragraph descriping shows that 1603-91-4 is playing an increasingly important role.

Reference£º
Patent; NORTHWESTERN UNIVERSITY; WO2005/26111; (2005); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

5398-36-7, Ethyl 2-aminothiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5398-36-7

To a solution of ethyl 2-aminothiazole-4-carboxylate (100 g, 581 mmol) and copper (II) bromide (195 g,871 mmol) in acetonitrile (1000 ml) at 0 C, tert-butylnitrite (104 ml, 871 mmol) was added dropwise. The reaction mixture was warmed to room temperature and stirred for 12h. After completion of thereaction, the reaction mixture was diluted with a mixture of ethyl acetate (1000 ml) and water (3000 ml) and then acidified to pH 2 using iN hydrochloric acid. The two layers were separated and the aqueous layer was again extracted three times with ethyl acetate (500 ml). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by recrystallization from hexane to obtain pure ethyl 2-bromo-1,3-thiazole-4-carboxylate (115 g,84% yield).?H-NMR (400 MHz, DMSO-d6) 8.52 (s, IH), 4.29 (q, J 7.1 Hz, 2H), 1.29 (t,J 7.1 Hz, 3H)MS: m/z235.90. [M+1].

As the paragraph descriping shows that 5398-36-7 is playing an increasingly important role.

Reference£º
Patent; PI INDUSTRIES LTD.; SHANBHAG, Gajanan; DODDA, Ranga Prasad; KAMBLE, Ganesh Tatya; KALE, Yuvraj Navanath; RENUGADEVI, G.; MANJUNATHA, Sulur G; S.P., Mohan Kumar; AUTKAR, Santosh Shridhar; GARG, Ruchi; VENKATESHA, Hagalavadi M; MAVINAHALLI, Jagadeesh Nanjegowda; KLAUSENER, Alexander G.M.; (161 pag.)WO2018/193387; (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.53332-78-8,Thiazol-2-ylmethanamine dihydrochloride,as a common compound, the synthetic route is as follows.

53332-78-8, A mixture of 5-bromo-3-(pyrrolidin-l-ylsulfonyl)-lH-indole-2-carboxylic acid (37 mg,0.1 mmol), PS-DCC (170 mg, 0.20 mmol) and EtaOBt (14 mg, 0.1 mmol), (l,3-thiazol-2-ylmethyl)amine (dihydrochloride salt, 39 mg, 0.2 mmol), and DIEA (100 uL) in TEtaF/DCM (1:1, 2 mL) was shaken for 16 hours at room temperature. After this time, the resin was filtered and washed with DCM/MeOEta (1:1, 4 x 1.5 mL). The combined organic solution was concentrated and the residue was purified by LCMS to give the title product (TFA salt) as slightly yellow solidAnalytical LCMS: single peak (214 nm), 3.254 min, ES MS (M+l) = 469; lEta NuMR (500 MHz, d6-DMSO) delta 13.02 (br, IH), 9.61 (t, J= 6.1 Hz, IH),8.12 (d, J= 1.8 Hz, IH), 7.77 (d, J= 3.2 Hz, IH), 7.70 (d, J= 3.2 Hz, IH), 7.53 (d, J= 8.7 Hz, IH), 7.48 (dd, J= 8.7, 1.8 Hz, IH), 4.88 (d, J= 6.1 Hz, IH ), 3.16-3.12 (m, 4H), 1.67-1.63 (m, 4H); HRMS, calc’d for Ci7HisBrNu4theta3S2 (M+H), 468.9998; found 469.0015.

53332-78-8 Thiazol-2-ylmethanamine dihydrochloride 44890709, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK & CO., INC.; WO2007/2368; (2007); A2;,
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.93-85-6,2-Aminobenzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

93-85-6, General procedure: In a flask charged with 50 mL of CH3CN was added2.5 mmol of compound 5 andappropriate benzothiazole derivatives (2a-r,1.5 eq.) and the reaction mixture was refluxed for 10-38 h until the completeconsumption of starting material as detected by TLC.After the completion of the reaction, the reactionmixture was treated with ice and the resulting solid was filtered and washedwith water (2 x 25 mL). The residue was purifiedby a silica gel column chromatography andwas eluted with dichloromethane: methanol (40:1) to afford correspondingproducts 6a-r in 49-82% of yields.

As the paragraph descriping shows that 93-85-6 is playing an increasingly important role.

Reference£º
Article; Mistry, Bhupendra M.; Patel, Rahul V.; Keum, Young-Soo; Kim, Doo Hwan; Bioorganic and Medicinal Chemistry Letters; vol. 25; 23; (2015); p. 5561 – 5565;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

78364-55-3,78364-55-3, 6-Fluoro-2-hydrazinylbenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 1-(6-Fluorobenzothiazol-2-yl)-3-methyl-4-(2-(substituted phenyl)hydrazono)pyrazol-5(4H)-ones 4a-e. General Procedure B. A solution of 6-fluoro-2-hydrazinobenzothiazole (2) (0.549 g, 0.003 mol) in glacial acetic acid (10 mL) was added to a solution of the appropriate ethyl 3-oxo-2-(2-(substituted phenyl)hydrazono)butanoate 3a-e (0.003 mol) in glacial acetic acid (10 mL). The mixture was heated at reflux temperature for 10-16 h, then cooled and allowed to stand overnight. The precipitated solid was collected by filtration, washed with water, dried and crystallized from ethanol to give compounds 4a-e.

78364-55-3 6-Fluoro-2-hydrazinylbenzo[d]thiazole 2049844, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Gabr, Moustafa T.; El-Gohary, Nadia S.; El-Bendary, Eman R.; El-Kerdawy, Mohamed M.; Ni, Nanting; Shaaban, Mona I.; Chinese Chemical Letters; vol. 26; 12; (2015); p. 1522 – 1528;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1383816-29-2, rel-2-((1R,3r,5S)-3-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)-4-fluorobenzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The previously described Example 1- lB, 2-(3-((5-cyclopropyl-3-(2- (trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)-4- fluorobenzo[d]thiazole-6-carboxylic acid (20 mg, 0.033 mmol), was suspended in methylene chloride (0.6 mL), cooled to 0 C and treated with Nu,Nu-diisopropylethylamine (aprox. 10 uL, 0.07 mmol) and oxalyl chloride (10 uL, 0.10 mmol). After 20 minutes the reaction was concentrated in vacuo to a reddish colored residue, suspended in THF (0.5 mL) and then treated with 10 N ammonium hydroxide. After 1 hr of stirring, the reaction was diluted with ethyl acetate (1 mL), and water washed (2 x 0.5 mL). The resulting organic extract were concentrated to dryness, re-diluted with MeOH (2 mL), and directly purified using mass-directed reverse phase HPLC, using gradient of 30 to 90 % acetonitrile/water, and 0.05 % TFA as modifier. All product fractions were cold vacuum concentrated and free-based using an SPE polymer support cartridge and MeOH (2 mL) mobilizing solvent (product SPE PLHC03 MP part no PL3540- C603). All resulting methanol effluent was concentrated to furnish the title compound as a white powder, 14 mg (70 %). MS m/z 603.1 (M + 1)., 1383816-29-2

The synthetic route of 1383816-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IRM LLC; TULLY, David C.; RUCKER, Paul Vincent; ALPER, Phillip B.; MUTNICK, Daniel; CHIANELLI, Donatella; WO2012/87519; (2012); 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.78502-71-3,Ethyl 2-(bromomethyl)thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.,78502-71-3

To a solution of 6-fluoro-5-methoxy-2-phenylindole (200 mg) in N,N-dimethylformamide (4.1 mL) was added sodium hydride (dispersed in liquid paraffin, minimum 55%, 54 mg) under cooling with ice, and the mixture was stirred at room temperature for 70 minutes. Then a solution of ethyl 2-bromomethylthiazole-4-carboxylate (249 mg) in N,N-dimethylformamide (0.2 mL) was added, and the mixture was stirred at 80 C. for 25 hours. The reaction mixture was allowed to cool to ambient temperature. A saturated aqueous ammonium chloride solution-water (2/1) were added to the reaction mixture and this resulting mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (125 mg).In addition, structural formula and spectrum data of the title compound are shown in Table 29

As the paragraph descriping shows that 78502-71-3 is playing an increasingly important role.

Reference£º
Patent; KISSEI PHARMACEUTICAL CO., LTD.; US2012/129890; (2012); A1;,
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

4-Methoxybenzyl chloride (2.72 mL, 20.09 mmol) was added to a solution of terEbutyl (4-bromothiazol- 2-yl)carbamate (5.10 g, 18.26 mmol) and CS2CO3 (11.90 g, 36.53 mmol) in DMF (40 mL) and the mixture was stirred at 80 C for 1 h. The reaction mixture was cooled to 25 C, quenched with water (100 mL), and extracted with EtOAc (3 x 300 mL). The organic extracts were dried over MgSCL, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography (hexane: EtOAc; 1 :0 to 9.5:0.5) to afford the product (7.20 g, 99%) as a pale yellow wax. (0183) NMR (500 MHz, CDCL) (ppm) 7.36 – 7.31 (m, 2H), 6.85 – 6.81 (m, 2H), 6.81 (s, 1H), 5.21 (s, 2H), 3.78 (s, 3H), 1.52 (s, 9H); 13C NMR (126 MHz, CDCl3) (ppm) 161.9, 159.1, 153.0, 129.7, 129.6, 120.5, 113.8, 112.1, 84.1, 55.4, 49.7, 28.3; (0184) HRMS calcd for ( VJ hoBr^CkS [M+H]+ 401.0353, found 401.0359, 944804-88-0

944804-88-0 tert-Butyl 4-bromothiazol-2-ylcarbamate 45117837, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; VSIANSKY, Vit; NIKULENKOV, Fedor; KREJCI, Lumir; (133 pag.)WO2019/201867; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica