Hydrochloric Acid → HCID 178484643, compound

Participants

Reaction Steps

To a stirred solution of 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-methyl-amide (405) (300 mg, 0.49 mmol) in tetrahydrofuran (10 mL) was added 1N HCl (2.4 mL) and stirring was continued for 1 h at room temperature. After completion of the reaction, the tetrahydrofuran was removed and the reaction mixture was basified with solid NaHCO3 (to pH 8), extracted with ethyl acetate (3×20 mL) and the organic part was dried and concentrated to yield a crude product which was purified by prep TLC (mobile phase ethyl acetate) to get 5-benzyloxy-6-hydroxy-2-(1-pyrrolo[2,3-b]pyridin-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-methyl-amide (406) (210 mg, 86%) as a light yellow sticky solid.

Provenance & Evidence