Category: 247037-82-7

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.247037-82-7,Thiazole-2-carboximidamide hydrochloride,as a common compound, the synthetic route is as follows.

A mixture of 3-oxobutanamide (3 g, 29 mmol), 2-chloro-4-fluorobenzaldehyde (4.9 g, 29 mmol), 1,3-thiazole-2-carboximidamide HCl salt (5 g, 29 mmol) and KOAc (6 g, 58 mmol) in CF3CH2OH (50 mL) was stirred for 24 hours at 90 C. After being cooled, it was concentrated and partitioned (EtO Ac-brine). The organic was dried (Na2SO4), filtered and concentrated. The residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a yellow solid (1.2 g, 21%). ESIMS m/z = 350.95, 352.95 [M+H]+.

247037-82-7, The synthetic route of 247037-82-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENANTA PHARMACEUTICALS, INC.; QIU, Yao-Ling; CAO, Hui; LI, Wei; PENG, Xiaowen; JIN, Meizhong; KASS, Jorden; GAO, Xuri; OR, Yat, Sun; (99 pag.)WO2017/11552; (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.247037-82-7,Thiazole-2-carboximidamide hydrochloride,as a common compound, the synthetic route is as follows.

A mixture of ethyl 3-oxobutanoate (0.4 g, 3 mmol), cyclohexanecarbaldehyde (0.34 g, 3 mmol), 1,3-thiazole-2-carboximidamide HCl salt (0.49 g, 3 mmol) and KOAc (0.59 g, 6 mmol) in CF3CH2OH (10 mL) was stirred for 24 hours at 90 C. After being cooled, it was partitioned (EtO Ac-brine). The organic was dried (Na2SO4), filtered and concentrated. The residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a yellow solid (0.35 g, 34%). ESIMS m/z = 334.1 [M+H]+.

247037-82-7, The synthetic route of 247037-82-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENANTA PHARMACEUTICALS, INC.; QIU, Yao-Ling; CAO, Hui; LI, Wei; PENG, Xiaowen; JIN, Meizhong; KASS, Jorden; GAO, Xuri; OR, Yat, Sun; (99 pag.)WO2017/11552; (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.247037-82-7,Thiazole-2-carboximidamide hydrochloride,as a common compound, the synthetic route is as follows.

A 1500 L reactor equipped with mechanical stirrer, thermometer and nitrogen bubbler was charged with 3-fluoro-2-methyl-benzaldehyde (32.68 kg, 23.66 mol, compound 8-a), IPA (256.5kg) and ethyl 3-oxobutanoate (30.78 kg, 23.65 mol, compound 8-b) at 20 C-30 C. To thereaction mixture was added piperidine (2.03 kg) and acetic acid (1.58 kg) at 20 C-30 C. After 4hours, to the resulting solution was added thiazole-2-carboxamidine hydrochloride (36.51 kg, 90wt%, 20.1 imol, compound 8-c) followed by addition of triethylamine (23.90 kg, 23.66 mol)over 50 mins. The reaction mixture was stirred at 25 C-30 C for another 12 hours and thenstirred at 70 C-75 C for 8 hours. After the reaction was finished, the reaction mixture wascooled to 30 C and water (261 kg) was added over 50 mins. The suspension was stirred at 20 C30 C for another 10 hours. The solid was collected by filtration and washed with IPA/water (v/v=1:1, 33 L) and water (33 L). The wet cake was dried in a vacuum oven (50C /Ca. 0.1 MPa) with a nitrogen bleed for 16 hours to afford the product Example 8 (61 kg, purity: 99.5 %, yield:83.9 %) as a yellow solid. ?H NMR (400 MHz, DMSO-d6) 5 9.86 (s, 1 H), 7.96 (d, J=3.2Hz, 1H),7.88 (d, J=3.2 Hz, 1H), 7.15-7.20 (m, 1H), 6.99-7.04 (m, 1H), 5.83 (s, 1H), 3.94 (q, J=7.2 Hz,2H), 2.48 (s, 3H), 2.44 (d, J=1.6 Hz, 3H), 1.09 (t, J=7.2 Hz, 3H); MS mle = 360.0 [M+H] ., 247037-82-7

Big data shows that 247037-82-7 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Junli; (58 pag.)WO2017/140750; (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.247037-82-7,Thiazole-2-carboximidamide hydrochloride,as a common compound, the synthetic route is as follows.

To a suspension of thiazole-2-carboxamidine hydrochloride(5.4 g, 33 mmol), 2-chloro-4-fluorobenzaldehyde (4.74 g,30 mmol), NaOAc (2.71 g, 33 mmol) in anhydrous EtOH (60 mL)was added tert-butyl 3-oxobutanoate (4.74 g, 33 mmol). The reactionmixture was refluxed at 80 C under N2 atmosphere overnight.Then the mixture was concentrated in vacuo and diluted withEtOAc, washed with water, brine, and the combined organic phasewas dried over Na2SO4, concentrated in vacuo to give a crude product,which was purified by silica gel chromatography (petrolether/ethyl acetate (V/V) = 5/1) to give a yellow solid (6.1 g, 50%). 1H NMR (600 MHz, CDCl3): d 7.82 (d, 1H, J = 4.2 Hz), 7.49 (br s,1H), 7.33 (dd, 1H, J = 13.2 Hz, 9.6 Hz), 7.14 (dd, 1H, J = 12.6 Hz,3.6 Hz), 6.95 (td, 1H, J = 12.6 Hz, 3.6 Hz), 6.12 (s, 1H), 2.54 (s, 3H),1.30 (s, 9H); MS-ESI: (ESI, pos.ion) m/z: 408.1 [M+1]+; HRMS (ESI)calcd for C19H19ClFN3O2S [M+H]+ 408.0871; found 408.0949; HPLCanalysis: retention time = 23.19 min; peak area, 97.67%., 247037-82-7

Big data shows that 247037-82-7 is playing an increasingly important role.

Reference£º
Article; Ren, Qingyun; Liu, Xinchang; Luo, Zhonghua; Li, Jing; Wang, Chaolei; Goldmann, Siegfried; Zhang, Jiancun; Zhang, Yingjun; Bioorganic and Medicinal Chemistry; vol. 25; 3; (2017); p. 1042 – 1056;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

247037-82-7, Thiazole-2-carboximidamide hydrochloride is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of thiazole-2-carboximidamide hydrochloride (5.49 g, 33.6 mmol) and sodium bicarbonate (5.64 g, 67.1 mmol) in NMP (46 ml) at 120 C. was added a solution of the compound from Step 2-2a (8.80 g, 33.6 mmol) in NMP (20 ml). The mixture was heated at 120 C. under N2 for 2.5 h before being allowed to cool down and diluted with MTBE and water. The organic layer was washed with water (*1), brine (*1), dried over Na2SO4 (s), filtered and concentrated. The residue was purified by flash column chromatography (silica, hexanes/EtOAc) to afford the desired compound as yellow oil (5.10 g, 41%). ESI MS m/z=372.13 [M+H]+., 247037-82-7

As the paragraph descriping shows that 247037-82-7 is playing an increasingly important role.

Reference£º
Patent; ENANTA PHARMACEUTICALS, INC.; Qiu, Yao-Ling; Cao, Hui; Peng, Xiaowen; Li, Wei; Kass, Jorden; Gao, Xuri; Jin, Meizhong; Or, Yat Sun; (49 pag.)US2017/355701; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica