Phosphorus oxychloride → 6-Bromo-4-chlorothieno[2,3-d]pyrimidine

6-Bromo-3H-thieno[2,3-d]pyrimidin-4-one (11.64 g, 0.05 mol) was added portion-wise to phosphoryl chloride (220 ml) and the resulting mixture was heated under reflux for 6 hours. The excess phosphoryl chloride was then removed in vacuo. The resulting residue was dissolved in dichloromethane (250 ml) and washed with water (2×100 ml), followed by saturated sodium hydrogen carbonate solution (100 ml). The organic layer was then dried (MgSO4) and the solvent was removed in vacuo to give 6-bromo-4-chlorothieno[2,3-d]pyrimidine (9.06 g) as a yellow solid, which was used without further purification.

1. temperaturethe resulting mixture was heated
2. temperatureunder reflux for 6 hours
3. customThe excess phosphoryl chloride was then removed in vacuo
4. dissolutionThe resulting residue was dissolved in dichloromethane (250 ml)
5. washwashed with water (2×100 ml)
6. dry with materialThe organic layer was then dried (MgSO4)
7. customthe solvent was removed in vacuo

ORD record

ord-62173b9570cc4166978c938dcbf60371

Source dataset

uspto-grants-2011_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08022076B2