Reaction #51560

Reaction equation

2,6-difluorobenzaldehyde

tert-butyl (7bR,11aS)-6-amino-1,2,7b,10,11,11a-hexahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8H)-carboxylate

→

title compound

(7bR,11aS)-N-(2,6-difluorobenzyl)-1,2,7b,8,9,10,11,11a-octahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indol-6-amine

Conditions

Procedure

Using 2,6-difluorobenzaldehyde and following the procedures described in EXAMPLE 126, tert-butyl (7bR,11aS)-6-amino-1,2,7b,10,11,11a-hexahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indole-9(8H)-carboxylate from EXAMPLE 56, Part B was converted into the title compound of EXAMPLE 140. 1H NMR (CDCl3) δ: 7.25-7.15 (m, 2H), 6.90-6.82 (m, 2H), 6.50 (d, 1H, J=2.2 Hz), 6.30 (d, 1H, J=2.2 Hz), 4.58 (ABq, 2H, JAB=14.0 Hz), 4.35 (s, 2H), 4.20-4.13 (m, 1H), 3.72 (dd, 1H, J=11.5, 10.8 Hz), 3.33-3.25 (m, 1H), 3.22-3.08 (m, 2H), 3.02 (dd, 1H, J=12.4, 6.6 Hz), 2.95-2.85 (m, 2H), 2.65-2.57 (m, 1H), 2.44 (dd, 1H, J=12.3, 10.4 Hz), 1.95-1.80 (m, 2H). LRMS (ES)+: 372.4 (M+H)+.

Source