Trifluoroacetic acid → HCID 52949210, compound

Participants

Reaction Steps

To a solution of tert-butyl 6-chloro-4-(quinuclidine-8-yl-carbamoyl)benzoxazole-2-yl-carbamate (71 mg, 0.17 mmol) in CH2Cl2 (1 mL) was added TFA (1 mL). The reaction mixture stirred at room temperature for 3 h. The reaction mixture was concentrated under reduced pressure and the crude material was treated with concentrated ammonium hydroxide to adjust the pH to 7. The mixture was concentrated under reduced pressure and the crude material was purified by preparative TLC (90:9:1 CH2Cl2/CH3OH/concentrated NH4OH) to afford (S)—N-(quinuclidine-8-yl)-2-amino-6-chlorobenzoxazole-4-carboxamide (21 mg, 38%) as a white solid, which was converted to the hydrochloride salt following general procedure GP-D1. 1H NMR and MS consistent.

Provenance & Evidence