Phosphorus oxychloride → 7-Bromo-4-chlorothieno[3,2-d]pyrimidine

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Reaction Steps

7-Bromothieno[3,2-d]pyrimidin-4(3H)-one (0.9 g, 3.89 mmol) in POCl3 was heated under reflux for 2 hours and excess of POCl3 was removed under reduced pressure. The residue was partitioned between water and EtOAc. The organic layer was separated, and the aqueous layer was extracted with additional EtOAc. The combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated to give 0.91 g of the compound 65A: 1H NMR (DMSO-d6): δ 9.15 (s, 1H), 8.78 (s, 1H). ESI (+)/MS: 248 (M−H)+.

Provenance & Evidence