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

HRID 31027Notes

Reaction equation

HRID 31027 reaction equation
[F:1][C@@:2]([CH3:29])([C:6]([NH:8][C@@H:9]1[C:15](=[O:16])[N:14]([CH2:17][CH2:18][O:19][CH3:20])[C:13]2[CH:21]=[CH:22][CH:23]=[CH:24][C:12]=2[C:11]2[CH:25]=[CH:26][CH:27]=[CH:28][C:10]1=2)=[O:7])[C:3]([OH:5])=O.[F:30][C:31]([F:38])([C:34]([F:37])([F:36])[F:35])[CH2:32][NH2:33]>>[F:1][C@:2]([CH3:29])([C:3]([NH:33][CH2:32][C:31]([F:38])([F:30])[C:34]([F:37])([F:36])[F:35])=[O:5])[C:6]([NH:8][C@@H:9]1[C:15](=[O:16])[N:14]([CH2:17][CH2:18][O:19][CH3:20])[C:13]2[CH:21]=[CH:22][CH:23]=[CH:24][C:12]=2[C:11]2[CH:25]=[CH:26][CH:27]=[CH:28][C:10]1=2)=[O:7]

Participants

3

Reactant 2

HCID 790022,2,3,3,3-PentafluoropropylamineHCID 58972507HCID 58972507, compound

Product 1

HCID 24875578(R)-2-Fluoro-N-[(S)-5-(2-methoxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-methyl-N'-(2,2,3,3,3-pentafluoro-propyl)-malonamide

Procedure

Using (S)-2-fluoro-N—[(S)-5-(2-methoxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-2-methyl-malonamic acid and 2,2,3,3,3-pentafluoropropylamine, the title compound was prepared in the same manner as described for example 1c. White solid (71%). MS: m/e=532(M+H+).

Sources & evidence

ORD record
ord-694d5e9e76274c358010101112ac021e
Source dataset
uspto-grants-2008_09
Patent number
US07425551B2

Reaction notes

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