3-Amino-2-hydroxy-4-phenylbutanamide → HCID 89852571, compound

HRID 1746920Notes

Reaction equation

HRID 1746920 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:12]=[CH:11][N:10]([C:13]3[N:21]=[CH:20][CH:19]=[CH:18][C:14]=3[C:15]([OH:17])=O)[N:9]=2)[CH2:4][CH2:3]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]>ClCCl>[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[N:10]1[CH:11]=[CH:12][C:8]([CH:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]2)=[N:9]1)[CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

4

Reactant 2

HCID 138823553-Amino-2-hydroxy-4-phenylbutanamideHCID 89852240HCID 89852240, compound

Product 1

HCID 89852571HCID 89852571, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Coupling of 2-(3-(1-methylpiperidin-4-yl)-1H-pyrazol-1-yl)nicotinic acid (360 mg, 1.257 mmol) and 3-amino-2-hydroxy-4-phenylbutanamide (293 mg, 1.509 mmol) in dichloromethane (50 mL) according to the procedure described for example 1.3 and recrystallization from ethylacetate afforded 273 mg of the title compound; ESI-MS [M+H]+: 463.3.

Workup

  1. customdescribed for example 1.3 and recrystallization from ethylacetate

Sources & evidence

ORD record
ord-43f281b7ceca422f9ee957ff7d9fe8b3
Source dataset
uspto-grants-2015_10
Patent number
US09150545B2

Reaction notes

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