Sep 2021 News Share a compound : 62226-17-9

The synthetic route of 62226-17-9 has been constantly updated, and we look forward to future research findings.

Reference of 62226-17-9 , The common heterocyclic compound, 62226-17-9, name is 4-Chlorothieno[2,3-b]pyridine, molecular formula is C7H4ClNS, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of 4-chlorothieno[2,3- Z>]pyridine (450 mg, 2.65 mmol, 1 eq.) in DCM (14.7 mL) was added 3-chloroperoxybenzoic acid (1.78 g, 7.95 mmol, 3 eq.) over 15 minutes. After three hours, the reaction was quenched with 10% NaS2C>3 solution and washed with 10% K2CO3. The aqueous layer was back extracted with 3: 1 CHCI3/IPA solution. The organic layers were combined, dried (MgS04), filtered and concentrated in vacuo. Purification by flash chromatography on silica gel afforded 500 mg (99%) of the title compound. XH NMR (400 MHz, DMSO-c) delta 8.42 (d, J = 6.6 Hz, 1H), 8.06 (d, J = 5.7 Hz, 1H), 7.65 (d, J = 6.6 Hz, 1H), 7.54 (d, J= 5.7 Hz, 1H); ES- MS [M+l]+: 186.4.

The synthetic route of 62226-17-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig W.; CONN, P., Jeffrey; BOLLINGER, Katrina A.; ENGERS, Darren W.; BLOBAUM, Anna L.; ENGERS, Julie L.; ROOK, Jerri M.; (96 pag.)WO2018/63552; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 4-Chlorothieno[2,3-b]pyridine

The synthetic route of 62226-17-9 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 62226-17-9, name is 4-Chlorothieno[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Formula: C7H4ClNS

To a 100 ml three-necked flask was added 4-chlorothiophene [2,3-b]pyridine (5 g, 0.029 mol), Acetic acid (20 ml), bromine (9.28 g, 0.058 mol) was added dropwise at room temperature. After the completion of the dropwise addition, the reaction was carried out for 18 hours, and after the TLC monitoring reaction was completed, a saturated sodium sulfite solution was added.The mixture was extracted with EtOAc. The concentrated solvent was purified by silica gel column chromatography to afford Intermediate int9 (6.319 g, yield 87%).

The synthetic route of 62226-17-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chengdu Haichuang Pharmaceutical Co., Ltd.; Fan Lei; Du Wu; Xu Kexin; Chen Ke; Wang Fei; Wu Xiaoquan; Luo Tongchuan; Zhang Shaohua; Li Xinghai; Chen Yuanwei; (67 pag.)CN108659000; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem