Boron tribromide → 4-[5-(4-Aminothieno[2,3-d]pyrimidin-6-yl)-1-methyl-1H-imidazol-4-yl]phenol

Participants

Reaction Steps

Boron tribromide (1.0M in DCM) (10.1 mL) was added dropwise to 6-[4-(4-methoxyphenyl)-1-methyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amine (Intermediate 107) (0.91 g) in DCM (20 mL) then stirred for 5 days at ambient temperature. The reaction mixture was concentrated in vacuo and the residue partitioned between DCM and water. The aqueous layer was separated and extracted with DCM (3×20 mL), the aqueous layer was then adjusted to pH 9 with concentrated aqueous NH3, the resultant solid filtered and dried in vacuo to give the title compound as a brown solid (623 mg, 71%);

Provenance & Evidence