HCID 86727579, compound → HCID 86727578, compound

Participants

Reaction Steps

A mixture of (S)-3-methyl-4-((R)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (Example #199, Step B, isomer 2, SFC (Table 1, Method 42), Rt=6.856 min., 0.55 g, 1.333 mmol) and 10% Pd/C (0.142 g) in MeOH (20 mL) was stirred at rt for 3 h. The reaction mixture was filtered and the filtrate was concentrated in vacuo to give (3S,4S)-3-methyl-4-((R)-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.55 g, 100%) as a white solid. 1H NMR (400 MHz, CDCl3) δ 8.40 (brs, 1H), 6.98-6.91 (d, J=8.0 Hz, 1H), 6.75-6.70 (d, J=8.0 Hz, 1H), 6.70-6.65 (s, 1H), 4.76-4.70 (q, J=6.8 Hz, 1H), 4.64-4.52 (d, J=13.2 Hz, 2H), 4.47-4.18 (m, 1H), 4.10-3.96 (m, 1H), 3.18-2.66 (m, 3H), 2.10-1.90 (m, 2H), 1.62-1.55 (m, 1H), 1.53-1.45 (m, 12H), 0.70 (d, J=6.8 Hz, 3H). LC/MS (Table 1, Method 25) Rt=0.864 min.; MS m/z: 415 [M+H]+& 359 [M+H−56]+. SFC (Table 1, Method 45), Rt=4.693 min.

Provenance & Evidence