Dimethylamine → HCID 69944225, compound

Participants

Reaction Steps

A solution of 5 g of (3S)-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (commercial) in 50 ml of DCM is cooled to 0° C. and 5.45 g of triethylamine and then 8 g of BOP are added. Dimethylamine gas is then added by sparging for 5 minutes and the mixture is left stirring for 18 hours at AT. The reaction mixture is taken up in a water/DCM mixture, after separation by settling the organic phase is washed with a 5% KHSO4 solution and with a 5% Na2CO3 solution and dried over Na2SO4, and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, elution being carried out with a DCM/AcOEt (70/30, v/v) mixture. 4 g of the expected product are obtained in the form of an oil, which crystallizes.

Provenance & Evidence