(2S)-2-Amino-1-(4-hydroxy-1-piperidinyl)-3-phenyl-1-propanone → (s)-5,7-Difluoro-1h-indole-2-carboxylic acid [1-benzyl-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-amide

HRID 1872205Notes

Reaction equation

HRID 1872205 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([F:11])[CH:10]=1)[NH:7][C:6]([C:12]([OH:14])=O)=[CH:5]2.[NH2:15][C@@H:16]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:17]([N:19]1[CH2:24][CH2:23][CH:22]([OH:25])[CH2:21][CH2:20]1)=[O:18]>>[CH2:26]([C@H:16]([NH:15][C:12]([C:6]1[NH:7][C:8]2[C:4]([CH:5]=1)=[CH:3][C:2]([F:1])=[CH:10][C:9]=2[F:11])=[O:14])[C:17]([N:19]1[CH2:24][CH2:23][CH:22]([OH:25])[CH2:21][CH2:20]1)=[O:18])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 10850669(2S)-2-Amino-1-(4-hydroxy-1-piperidinyl)-3-phenyl-1-propanoneHCID 167892455,7-Difluoro-1H-indole-2-carboxylic acid

Product 1

HCID 54342641(s)-5,7-Difluoro-1h-indole-2-carboxylic acid [1-benzyl-2-(4-hydroxy-piperidin-1-yl)-2-oxo-ethyl]-amide

Procedure

From 5,7-difluoro-1H-indole-2-carboxylic acid and (S)-2-amino-1-(4-hydroxy-piperidin-1-yl)-3-phenyl-propan-1-one. mp 95-110° C.

Sources & evidence

ORD record
ord-20bc44f6240a4d0cba8a8e374430a916
Source dataset
uspto-grants-2000_08
Patent number
US06107329

Reaction notes

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