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

HRID 31045
Notes
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Reaction equation

HRID 31045 reaction equation
[NH2:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH2:10][CH2:11][O:12][CH3:13])[C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2.[CH3:22][O:23][CH:24]([C:28]([NH:30][CH2:31][C:32]([F:38])([F:37])[C:33]([F:36])([F:35])[F:34])=[O:29])[C:25](O)=[O:26]>>[CH3:22][O:23][CH:24]([C:28]([NH:30][CH2:31][C:32]([F:37])([F:38])[C:33]([F:34])([F:35])[F:36])=[O:29])[C:25]([NH:1][C@@H:2]1[C:8](=[O:9])[N:7]([CH2:10][CH2:11][O:12][CH3:13])[C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[C:4]2[CH:18]=[CH:19][CH:20]=[CH:21][C:3]1=2)=[O:26]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 210724932-methoxy-N-(2,2,3,3,3-pentafluoro-propyl)-malonamic acidHCID 58972510(S)-7-Amino-5-(2-methoxy-ethyl)-5H,7H-dibenzo[b,d]azepin-6-one

Product 1

HCID 589724962-Methoxy-N-[(S)-5-(2-methoxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-N'-(2,2,3,3,3-pentafluoro-propyl)-malonamide

Procedure

Using (S)-7-amino-5-(2-methoxy-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 (84%). White solid. MS: m/e=530(M+H+).

Sources & evidence

ORD record
ord-b37738cfef124a298c3893f83b14a3bb
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07425551B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes