2-methyl-N-(3,3,4,4,4-pentafluoro-butyl)-malonamic acid → (2RS)-2-Methyl-N-[(S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-N'-(3,3,4,4,4-pentafluoro-butyl)-malonamide

HRID 1372966Notes

Reaction equation

HRID 1372966 reaction equation
[NH2:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH3:10])[C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[C:4]2[CH:15]=[CH:16][CH:17]=[CH:18][C:3]1=2.[CH3:19][CH:20]([C:24]([NH:26][CH2:27][CH2:28][C:29]([F:35])([F:34])[C:30]([F:33])([F:32])[F:31])=[O:25])[C:21](O)=[O:22]>>[CH3:19][CH:20]([C:24]([NH:26][CH2:27][CH2:28][C:29]([F:34])([F:35])[C:30]([F:32])([F:31])[F:33])=[O:25])[C:21]([NH:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH3:10])[C:6]2[CH:11]=[CH:12][CH:13]=[CH:14][C:5]=2[C:4]2[CH:15]=[CH:16][CH:17]=[CH:18][C:3]1=2)=[O:22]

Participants

3

Reactant 2

HCID 210724972-methyl-N-(3,3,4,4,4-pentafluoro-butyl)-malonamic acidHCID 59100698(7S)-7-Amino-5-methyl-5,7-dihydro-6H-dibenzo[b,d]azepin-6-one

Product 1

HCID 86596837(2RS)-2-Methyl-N-[(S)-5-methyl-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-N'-(3,3,4,4,4-pentafluoro-butyl)-malonamide

Procedure

In an analogous manner to that described in Example 20 d), the condensation of (S)-7-amino-5-methyl-5H,7H-dibenzo[b,d]azepin-6-one and (2RS)-2-methyl-N-(3,3,4,4,4-pentafluoro-butyl)-malonamic acid yielded the title compound as a white solid;

Workup

  1. customdescribed in Example 20 d

Sources & evidence

ORD record
ord-ece32f641f96433f99d1593fd02e5ba0
Source dataset
uspto-grants-2007_01
Patent number
US07160875B2

Reaction notes

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