3-Amino-2-hydroxy-4-phenylbutanamide → HCID 67541167, compound

HRID 1400229Notes

Reaction equation

HRID 1400229 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([C:13]3[N:21]=[CH:20][CH:19]=[CH:18][C:14]=3[C:15]([OH:17])=O)[N:12]=2)=[CH:4][CH:3]=1.[NH2:22][CH:23]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH:24]([OH:28])[C:25]([NH2:27])=[O:26]>>[NH2:27][C:25](=[O:26])[CH:24]([OH:28])[CH:23]([NH:22][C:15](=[O:17])[C:14]1[CH:18]=[CH:19][CH:20]=[N:21][C:13]=1[C:11]1[N:12]=[C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[S:9][CH:10]=1)[CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 138823553-Amino-2-hydroxy-4-phenylbutanamideHCID 67539143HCID 67539143, compound

Product 1

HCID 67541167HCID 67541167, compoundYield 93.7%

Procedure

Coupling of 2-(2-(4-fluorophenyl)thiazol-4-yl)nicotinic acid (350 mg, 1.165 mmol) and 3-amino-2-hydroxy-4-phenylbutanamide (270 mg, 1.39 mmol) in an analogous manner as described for example 1.2 afforded 520 mg of the title compound as white amorphous solid; ESI-MS [M+H+]: 477.1.

Sources & evidence

ORD record
ord-15e48f2371414598b3198d263cd84fde
Source dataset
uspto-grants-2014_12
Patent number
US08906941B2

Reaction notes

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