Dimethylamine → HCID 18387443, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(2-methanesulfonylethyl)-5-(4-nitrobenzoyl)-1,5-benzothiazepine as prepared in Example 6 (0.9 g, 2.1 mM) and dimethylamine (40% solution in water, 3.0 ml) in tetrahydrofuran (10 ml) was heated in a sealed tube with stirring in an 80° C. oil bath for 16 hours. The mixture was cooled to room temperature, evaporated to dryness, diluted with water (30 ml) and extracted with ethyl acetate (2×35 ml). The combined ethyl acetate extracts were dried (MgSO4) and evaporated in vacuo to give the desired product (0.78 g, 97%). This product (0.78 g, 2.0 mM) was dissolved in ethanol, and a catalytic amount of 10% Pd/C was added. The mixture was hydrogenated in a PARR apparatus under 30 psi of H2 pressure for 16 hr, filtered through Celite and evaporated in vacuo to give the desired product (0.64 g, 90%). m/z (M+) 356.

Provenance & Evidence