Dimethylformamide dimethyl acetal → HCID 59835832, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere 178 μL (1.35 mmol) N,N-dimethylformamide dimethylacetal are added to a solution of 100 mg (0.24 mmol) 5-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-2-(2-pyrrolidin-1-yl-ethoxy)-phenylamine in 2 mL DMF, the reaction mixture is stirred for 5 h at 60° C. and cooled to RT overnight. Then 32 mg (0.85 mmol) NaBH4 are added and the mixture is again heated to 60° C. for 1 h. To complete the reaction a further 32 mg NaBH4 are added and the mixture is heated to 60° C. for a further 4 h. After cooling it is combined with saturated NaHCO3 solution, exhaustively extracted with EtOAc and the organic phase is dried over MgSO4. After the desiccant and solvent have been eliminated the residue is purified by HPLC.

Provenance & Evidence