Ethylamine → HCID 131726481, compound

Participants

Reaction Conditions

Reaction Steps

Aqueous ethylamine (70%) (2 mL) was added to a solution of 2-chloro-5-[(3S)-3-hydroxy-4-[(methylsulfonyl)oxy]butyl]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)benzamide (Example 1c) (0.2 g) in acetonitrile (5 mL) and heated at 50° C. for 2.5 hours. On cooling the reaction mixture was concentrated and purified by solid phase extraction on Waters' SCX resin, eluting with ammonia in methanol (7M). Further purification by reverse phase HPLC (gradient 25–95% acetonitrile in 0.2% aqueous trifluoroacetic acid (TFA) on Symmetry™ column). The residue was dissolved in methanol (5 mL) and hydrochloric acid in 1,4-dioxane (4M, 1 mL) was added, evaporation and recrystallisation from acetonitrile, gave the titled compound (0.13 g).

Provenance & Evidence