3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-benzazepin-3(R)-yl]butanamide → HCID 22850230, compound

HRID 1974599Notes

Reaction equation

HRID 1974599 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-:17])=[O:16])=[CH:5][CH:4]=1.[C:18]([O:22][C:23]([NH:25][C:26]([CH3:44])([CH3:43])[CH2:27][C:28]([NH:30][C@@H:31]1[CH2:37][CH2:36][C:35]2[CH:38]=[CH:39][CH:40]=[CH:41][C:34]=2[NH:33][C:32]1=[O:42])=[O:29])=[O:24])([CH3:21])([CH3:20])[CH3:19]>>[N+:15]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[C:6]1[CH:7]=[CH:8][C:3]([CH2:2][N:33]2[C:34]3[CH:41]=[CH:40][CH:39]=[CH:38][C:35]=3[CH2:36][CH2:37][C@@H:31]([NH:30][C:28](=[O:29])[CH2:27][C:26]([NH:25][C:23]([O:22][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:24])([CH3:44])[CH3:43])[C:32]2=[O:42])=[CH:4][CH:5]=1)([O-:17])=[O:16]

Participants

3

Procedure

Prepared from 4-bromomethyl-2'-nitro-1,1'-biphenyl (Example 1, Step K) and 3-t-butoxycarbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide (Example 1, Step I) by the procedure described in Example 1, Step Q. 1H NMR (400 MHz, CDCl3): 1.34 (s, 6H), 1.41 (s, 9H), 1.83 (m, 1H), 2.35-2.70 (m, 5H), 4.50 (m, 1H), 4.84 (d, 15 Hz, 1H), 5.23 (d, 15 Hz, 1H), 5.27 (s, 1H), 6.64 (d, 7 Hz, 1H), 7.1-7.6 (m, 11H), 7.80 (d, 8 Hz, 1H). FAB-MS: calculated for C33H38N4O6 586; found 587(M+H).

Sources & evidence

ORD record
ord-f4890b4c3e214d189e903da1f75ef3e0
Source dataset
uspto-grants-1994_02
Patent number
US05283241

Reaction notes

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