Hydrochloric Acid → HCID 59540736, compound

Participants

Reaction Steps

To a flask containing 1-[2-[3-(2-methanesulfonyl-ethoxy)-5-pyrrolidin-1-yl-phenyl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one (75 mg, 0.13 mmol) was added methanol (1 ml) and aqueous 6N HCl (1.5 ml). The flask was capped and placed in a heated oil bath (90° C.). After stirring for 50 minutes the mixture was cooled to ambient and the volatiles were stripped (rotovap/pump). The remainder was taken up in EtOAc (15 ml) and 5% aqueous NaHCO3 (15 ml) and stirred for 5 minutes. The material was partitioned and the organic phase collected and washed with brine (15 ml). The aqueous phases were back extracted with EtOAc (2×15 ml). The organics were combined, dried (MgSO4), filtered and stripped to provide a crude semi-solid. The material was purified by crystallization from hot CH2Cl2/hexanes (containing 4 drops of methanol) to afford 38 mg of 1-{2-[3-(2-methanesulfonyl-ethoxy)-5-pyrrolidin-1-yl-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-2,2-dimethyl-propan-1-one as a yellow solid. MP 230-232° C., M+H=471.

Provenance & Evidence