Acetyl chloride → HCID 59540642, compound

Participants

Reaction Steps

1-{2-[3-(3-Aminomethyl-3-methyl-pyrrolidin-1-yl)-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-2,2-dimethyl-propan-1-one was prepared following a similar procedure but using (1-{3-[7-(2,2-dimethyl-propionyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-phenyl}-3-methyl-pyrrolidin-3-ylmethyl)-carbamic acid tert-butyl ester as starting material. In this instance the starting material was taken into a 4/1 mixture of MeOH and acetyl chloride and the reaction mixture was stirred at RT for 2 hours before being evaporated. The residue was taken into 2 mL of concentrated HCl and stirred at RT for 1 hour before being diluted with H2O and neutralized by addition of solid NaOH. The product was obtained in 44% yield after SiO2 chromatography (DCM/[DCM/MeOH/NH4OH 60/10/1] 100-60% DCM).

Provenance & Evidence