Triethylamine → HCID 71515593, compound

Participants

Reaction Conditions

Reaction Steps

According to Scheme 9: To a solution of 3-[1-((1R,2R)-4,6-difluoro-2-hydroxy-indan-1-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl]-benzonitrile (13c) (0.05 g, 0.127 mmol) in CH2Cl2 (2 ml) at 0° C. triethylamine (19 mg, 0.191 mmol) and propionyl chloride (13 mg, 0.140 mmol) was added and the mixture was stirred for 30 min at 0-5° C. After addition of aqueous saturated NaHCO3 (2 ml), the mixture was extracted with CH2Cl2 (10 ml), the organic layer was dried over Na2SO4, solvents were evaporated in vacuo and the crude product was purified by reverse phase HPLC (CH3CN/water gradient with 0.1% trifluoroacetic acid) to give 15 mg of 3-[1-((1R,2R)-4,6-difluoro-2-hydroxy-indan-1-yl)-5-propionyl-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridin-3-yl]-benzonitrile (14a).

Provenance & Evidence