Hydrochloric Acid → 4-(9-isopropyl-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-benzoic acid

Participants

Reaction Steps

10-chloro-6-methyl-2-propan-2-yl-2,6,9,11-tetrazabicyclo[5.4.0]undeca-7,9,11-trien-5-one (Intermediate 76; 739 mg, 2.9 mmol), 4-amino-3-methoxy-benzoic acid (Aldrich, 534 mg, 3.2 mmol), 4:1 Water/Ethanol (6 mL) and concentrated aqueous hydrochloric acid (0.485 mL, 5.8 mmol) were combined and heated at reflux overnight under nitrogen. The reaction mixture was cooled to room temperature and filtered. The filter cake was washed with water followed by diethylether to give the title compound as an off white solid as the Hydrochloride salt (673 mg, 55%)

Provenance & Evidence