(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid → 5-[N'-(3,5-difluorophenylacetyl)-L-alaninyl]amino-7-(methoxyacetyl)-5,7-dihydro-6H-dibenz[b,d]azepin-6-one

HRID 133245

Reaction equation

HRID 133245 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([OH:17])=O)[CH3:14])=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[NH2:19][N:20]1[C:26](=[O:27])[CH:25]([C:28](=[O:32])[CH2:29][O:30][CH3:31])[C:24]2[CH:33]=[CH:34][CH:35]=[CH:36][C:23]=2[C:22]2[CH:37]=[CH:38][CH:39]=[CH:40][C:21]1=2>>[F:8][C:6]1[CH:5]=[C:4]([CH2:9][C:10]([NH:12][C@H:13]([C:15]([NH:19][N:20]2[C:26](=[O:27])[CH:25]([C:28](=[O:32])[CH2:29][O:30][CH3:31])[C:24]3[CH:33]=[CH:34][CH:35]=[CH:36][C:23]=3[C:22]3[CH:37]=[CH:38][CH:39]=[CH:40][C:21]2=3)=[O:17])[CH3:14])=[O:11])[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

3

Reactant 2

HCID 12135350(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acidHCID 223126355-amino-7-(methoxyacetyl)-5,7-dihydro-6H-dibenz[b,d]azepin-6-one hydrochloride

Product 1

HCID 102298175-[N'-(3,5-difluorophenylacetyl)-L-alaninyl]amino-7-(methoxyacetyl)-5,7-dihydro-6H-dibenz[b,d]azepin-6-one

Procedure

Following General Procedure D and using N-(3,5-difluorophenylacetyl)-L-alanine (Example B) and 5-amino-7-(methoxyacetyl)-5,7-dihydro-6H-dibenz[b,d]azepin-6-one hydrochloride (Example 7-G), the title compound was prepared as a colorless solid. The product was purified by flash chromatography.

Workup

  1. customThe product was purified by flash chromatography

Sources & evidence

ORD record
ord-e475b75b8859441b844dfe7ca69032c0
Source dataset
uspto-grants-2008_06
Patent number
US07390801B2

Linked notes

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