3-Amino-2-hydroxy-4-phenylbutanamide → HCID 89855374, compound

HRID 1746904Notes

Reaction equation

HRID 1746904 reaction equation
[F:1][C:2]1([F:23])[CH2:7][CH2:6][N:5]([CH2:8][C:9]2[CH:13]=[CH:12][N:11]([C:14]3[N:22]=[CH:21][CH:20]=[CH:19][C:15]=3[C:16]([O-])=[O:17])[N:10]=2)[CH2:4][CH2:3]1.[Na+].[NH2:25][CH:26]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[CH:27]([OH:31])[C:28]([NH2:30])=[O:29]>CN(C)C=O>[NH2:30][C:28](=[O:29])[CH:27]([OH:31])[CH:26]([NH:25][C:16](=[O:17])[C:15]1[CH:19]=[CH:20][CH:21]=[N:22][C:14]=1[N:11]1[CH:12]=[CH:13][C:9]([CH2:8][N:5]2[CH2:4][CH2:3][C:2]([F:23])([F:1])[CH2:7][CH2:6]2)=[N:10]1)[CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

4

Reactant 2

HCID 138823553-Amino-2-hydroxy-4-phenylbutanamideHCID 117926092HCID 117926092, compound

Product 1

HCID 89855374HCID 89855374, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Coupling of sodium 2-(3-((4,4-difluoropiperidin-1-yl)methyl)-1H-pyrazol-1-yl)nicotinate (310 mg, 0.900 mmol) and 3-amino-2-hydroxy-4-phenylbutanamide (227 mg, 1.171 mmol) in N,N-dimethylformamide (20 mL) according to example 1.3 and work-up gave 449 mg of the title compound; ESI-MS [M+H]+: 499.2.

Sources & evidence

ORD record
ord-08c5f5a0daab40d6a0ab8996a5d0667d
Source dataset
uspto-grants-2015_10
Patent number
US09150545B2

Reaction notes

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