Dimethylformamide → N-(1-isobutoxyethoxy) 2-(6-{(naphthalene-2-sulfonyl)-[2-(2-oxopyrrolidin-1-yl)ethyl]amino}-3-azabicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxamide

Participants

Reaction Steps

To a solution of 2-(6-{(naphthalene-2-sulfonyl)-[2-(2-oxopyrrolidin-1-yl)ethyl]amino}-3-azabicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxylic acid (0.170 g, 0.3 mmol) in DMF (2.5 ml) was added HOBt (83 mg, 0.54 mmol) and EDCl (133 mg, 0.7 mmol). Intermediate D (0.4 ml, 3 mmol) and DIPEA (0.4 ml, 2.5 mmol) were then added and the mixture stirred overnight. The DMF was then evaporated, and the crude mixture loaded directly onto a silica gel column. The product was eluted with 2% MeOH/DCM to 4% MeOH/DCM, to give the title compound as an off-white solid (83 mg, 43%). This was used directly in the next step without characterisation.

Provenance & Evidence