2-methoxy-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acid → N-[(S)-5-(2-Benzyloxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-methoxy-N'-(2,2,3,3,3-pentafluoro-propyl)-malonamide

HRID 31005Notes

Reaction equation

HRID 31005 reaction equation
[NH2:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH2:10][CH2:11][O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:6]2[CH:20]=[CH:21][CH:22]=[CH:23][C:5]=2[C:4]2[CH:24]=[CH:25][CH:26]=[CH:27][C:3]1=2.[CH3:28][O:29][CH:30]([C:34]([NH:36][CH2:37][C:38]([F:44])([F:43])[C:39]([F:42])([F:41])[F:40])=[O:35])[C:31](O)=[O:32]>>[CH2:13]([O:12][CH2:11][CH2:10][N:7]1[C:8](=[O:9])[C@@H:2]([NH:1][C:31](=[O:32])[CH:30]([O:29][CH3:28])[C:34]([NH:36][CH2:37][C:38]([F:43])([F:44])[C:39]([F:40])([F:42])[F:41])=[O:35])[C:3]2[CH:27]=[CH:26][CH:25]=[CH:24][C:4]=2[C:5]2[CH:23]=[CH:22][CH:21]=[CH:20][C:6]1=2)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 210724932-methoxy-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acidHCID 58972512(S)-7-amino-5-(2-benzyloxy-ethyl)-5H,7H-dibenzo[b,d]azepin-6-one

Product 1

HCID 58972466N-[(S)-5-(2-Benzyloxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-methoxy-N'-(2,2,3,3,3-pentafluoro-propyl)-malonamide

Procedure

Using (S)-7-amino-5-(2-benzyloxy-ethyl)-5H,7H-dibenzo[b,d]azepin-6-one and 2-methoxy-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acid, the title compound was prepared in the same manner as example 1c (99%). White solid. MS: m/e=606(M+H+).

Sources & evidence

ORD record
ord-b89da3ec37614a70a7d74746bfde15c2
Source dataset
uspto-grants-2008_09
Patent number
US07425551B2

Reaction notes

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