Hydrochloric Acid → HCID 131729822, compound

Participants

Reaction Steps

Prepared from 5-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid and 4-N-Boc-2-(R)-methyl-piperazine by the method described in Example 2 Method B. The reaction mixture was evaporated to a solid, triturated and filtered with the aid of water, then washed with a 1 N aqueous hydrochloric acid solution followed by water. The solid was air dried to afford intermediate N-Boc protected product as a colorless solid (106 mg, 92%). The Boc-protected intermediate was dissolved in a 4 N solution of hydrogen chloride in 1,4,-dioxane (2 mL) and stirred for 2 hr, after which time the reaction mixture was evaporated to approximately ¼ volume and diluted with ethyl ether (4 mL). The resulting solids were filtered and air dried to afford product as a colorless solid (85 mg, 86% overall). 1H NMR (D2O) 1.27 (d, J=7.5, 3H), 2.02 (s, 3H), 3.04 (dt, J=12.7, 3.1, 1H), 3.12-3.18 (m, 2H), 3.30-3.50m (m, 2H), 4.21 (d, J=14.5, 1H), 7.23 (s, 2H). 19F NMR −64.1. LC/MS 4.50 min, [M+1]+ 360.

Provenance & Evidence