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

HRID 31043Notes

Reaction equation

HRID 31043 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.[OH:28][C:29]([CH3:42])([C:33]([NH:35][CH2:36][CH2:37][C:38]([F:41])([F:40])[F:39])=[O:34])[C:30](O)=[O:31]>>[CH2:13]([O:12][CH2:11][CH2:10][N:7]1[C:8](=[O:9])[C@@H:2]([NH:1][C:30](=[O:31])[C:29]([OH:28])([CH3:42])[C:33]([NH:35][CH2:36][CH2:37][C:38]([F:41])([F:39])[F:40])=[O:34])[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 210914092-Hydroxy-2-methyl-N-(3,3,3-trifluoro-propyl)-malonamic acidHCID 58972512(S)-7-amino-5-(2-benzyloxy-ethyl)-5H,7H-dibenzo[b,d]azepin-6-one

Product 1

HCID 58972501N-[(S)-5-(2-Benzyloxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-hydroxy-2-methyl-N'-(3,3,3-trifluoro-propyl)-malonamide

Procedure

Using (S)-7-amino-5-(2-benzyloxy-ethyl)-5H,7H-dibenzo[b,d]azepin-6-one and 2-hydroxy-2-methyl-N-(3,3,3-trifluoro-propyl)-malonamic acid, the title compound was prepared in the same manner as described for example 1c. Colorless, viscous oil (73%). MS: m/e=570(M+H+).

Sources & evidence

ORD record
ord-7e88d9fb8e9d454ba7ce88d4148aa934
Source dataset
uspto-grants-2008_09
Patent number
US07425551B2

Reaction notes

Loading…