New downstream synthetic route of Thieno[3,2-d]pyrimidin-4(3H)-one

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16234-10-9, its application will become more common.

Related Products of 16234-10-9 ,Some common heterocyclic compound, 16234-10-9, molecular formula is C6H4N2OS, 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 DMF (13.2 mL, 170 mmol) in DCM (100 mL) at 0C was added oxalyl chloride (22 mL, 252 mmol) in DCM (100 mL) very slowly over 1 hour. To the resulting white gel solution was added the 3H-thieno [3,2-d] pyrimidin-4-one (12 g, 79 mmol). The mixture was refluxed for 4 hours. After cooling, the mixture was purred into water (500 mL) and extracted with DCM (3×250 mL). Then the organic phase was dried over magnesium sulfate, filtered and concentrated to afford 7-chloro-thieno [3,2-b] pyridine as white solid (13.4 g, 99%). 1H NMR (CDCl3, 400 Hz) 8 9.00 (s, 1H), 8.06 (d, J=5.6Hz, 1H), 7.61 (d, J=5.6Hz, 1H). MS (ESI+) [M+H] + 170

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16234-10-9, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2005/51304; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia