With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51640-36-9,2-Chlorothiazole-5-carbonitrile,as a common compound, the synthetic route is as follows.
To an NMP (1 mL) solution of (trans)- 3-(5-fluoro-2-methoxyphenoxy)-/V-(pyrrolidin-3- yl)cyclobutanecarboxamide hydrochloride (Intermediate 70) (38 mg, 0.1 1 mmol) and 2- chlorothiazole-5-carbonitrile (16 mg, 0.1 1 mmol) in a microwave reaction vial was added N,N- diisopropylethylamine (0.08 mL, 0.4 mmol). The reaction was heated in a microwave (135 C) for 3.5 h, concentrated and loaded onto a semi-prep HPLC (NH4OH as modifier) for purification to afford the title compound as a tan solid (31 mg, 62%). 1H NMR (400 MHz, CDCI3) delta 2.09 (dd, J = 13, 7 Hz, 1 H), 2.42 (dd, J = 13, 6 Hz, 1 H), 2.46-2.58 (m, 2 H), 2.74 (ddd, J = 14, 7, 4 Hz, 2 H), 2.95-3.04 (m, 1 H), 3.40 (dd, J = 1 1 , 4 Hz, 1 H), 3.57-3.69 (m, 2 H), 3.81 -3.89 (m, 1 H), 3.84 (s, 3 H), 4.64-4.74 (m, 1 H), 4.94 (t, J = 7 Hz, 1 H), 5.59-5.72 (m, 1 H), 6.47 (dd, J = 10, 3 Hz, 1 H), 6.59 (td, J = 8, 3 Hz, 1 H), 6.78 (dd, J = 9, 5 Hz, 1 H), 7.71 (s, 1 H); LC-MS (LC- ES) M+H = 417., 51640-36-9
51640-36-9 2-Chlorothiazole-5-carbonitrile 1485222, athiazole compound, is more and more widely used in various fields.
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