1,2-Dichloroethane → HCID 67441507, compound

Participants

Reaction Steps

A solution of 60 mg (0.0868 mmol) 2-[4-(3-{(2S,3R)-2-tert-butoxycarbonylamino-4-[1-(4-tert-butyl-pyridin-2-yl)-cyclopropylamino]-3-hydroxy-butyl}-phenoxy)-butoxy]-6-methyl-isonicotinic acid methyl ester is treated with 0.17 ml 1N aq sodium hydroxide and stirred for 18 h. The mixture is acidified with 0.17 ml 1N aq hydrochloric acid and evaporated. The residue is taken up into 3 ml 4N hydrochloric acid in dioxan, stirred for 2 h and evaporated. The product is taken up in 20 ml DCM. To the stirred mixture at +4° C. is added subsequently 22.3 mg (0.13 mmol) HOBt, 25 mg (1.5 mmol) EDC and 0.048 ml N-methylmorpholine. The mixture is slowly warmed to rt and stirred 18 h. Water is added and the organic phase is washed with 5% aq sodium bicarbonate and brine, dried over sodium sulfate and chromatographed on silica gel using a gradient of DCM and MeOH/25% aq NH3 2-10%. The title compound is obtained as a colorless resin.

Provenance & Evidence