Reaction #51568

Reaction equation

2,6-difluorobenzaldehyde

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

→

title compound

(7bR,11aS)-N-(2,6-difluorobenzyl)-1,2,7b,8,9,10,11,11a-octahydro-4H-pyrido[4,3-b][1,4]thiazepino[6,5,4-hi]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-pyrido[4,3-b][1,4]thiazepino[6,5,4-hi]indole-9(8H)-carboxylate from EXAMPLE 33, Part B was converted into the title compound of EXAMPLE 161. 1H NMR (CDCl3) δ: 7.23-7.15 (m, 1H), 6.88-6.80 (m, 2H), 6.42 (s, 1H), 6.28 (s, 1H), 4.31 (broad s, 2H), 3.64 (s, 2H), 3.55-3.45 (m, 1H), 3.37-3.23 (m, 2H), 3.15-2.80 (m, 6H), 2.60-2.50 (m, 1H), 2.05-1.82 (m, 2H). LRMS (ES)+: 388.4 (M+H)+.

Source