Analyzing the synthesis route of 247037-82-7

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

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