Hydrochloric Acid → HCID 86727539, compound

Participants

Reaction Steps

A mixture of 3-methyl-3-((R)-1-methyl-2-oxo-1,2,3,5,8,9-hexahydro-6-oxa-3,4,10,11b-tetraaza-cyclopenta[b]phenanthren-10-yl)-azetidine-1-carboxylic acid tert-butyl ester (enantiomer 2, 0.04 g, 0.094 mmol) in HCl (4M in EtOAc, 5 mL) was stirred at ambient temperature for 20 min. The solvent was removed in vacuo to give (R)-1-methyl-10-(3-methyl-azetidin-3-yl)-3,5,9,10-tetrahydro-8H-6-oxa-3,4,10,11b-tetraaza-cyclopenta[b]phenanthren-2-one hydrochloride (0.026 g, 0.079 mmol, 85%). 1H NMR (400 MHz, DMSO-d6): δ 10.68 (s, 1H), 6.78 (s, 1H), 5.80 (s, 1H), 4.98 (m, 1H), 4.45 (s, 2H), 4.11 (m, 4H), 3.30-3.20 (m, 2H), 2.74 (m, 2H), 1.39 (s, 3H), 1.20 (d, J=6.4 Hz, 3H). LC/MS (Table 1, Method 41) Rt=2.422 min; MS m/z: 328 [M+H]+. SFC (Table 1, Method 37) Rt=10.675 min.

Provenance & Evidence