3-Amino-2-hydroxy-4-phenylbutanamide → HCID 89851562, compound

HRID 1746906Notes

Reaction equation

HRID 1746906 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2=[N:14][N:15]([C:17]3[N:25]=[CH:24][CH:23]=[CH:22][C:18]=3[C:19]([O-])=[O:20])[CH:16]=[C:10]2[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Na+].[NH2:27][CH:28]([CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[CH:29]([OH:33])[C:30]([NH2:32])=[O:31]>CN(C)C=O>[NH2:32][C:30](=[O:31])[CH:29]([OH:33])[CH:28]([NH:27][C:19](=[O:20])[C:18]1[CH:22]=[CH:23][CH:24]=[N:25][C:17]=1[N:15]1[CH:16]=[C:10]2[CH2:9][N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:13][CH2:12][C:11]2=[N:14]1)[CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Participants

4

Reactant 2

HCID 138823553-Amino-2-hydroxy-4-phenylbutanamideHCID 89851665HCID 89851665, compound

Product 1

HCID 89851562HCID 89851562, compoundYield 129.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Coupling of sodium 2-(5-benzyl-4,5,6,7-tetrahydro-2H-pyrazolo[4,3-c]pyridin-2-yl)nicotinate (106 mg, 0.297 mmol) and 3-amino-2-hydroxy-4-phenylbutanamide (80 mg, 0.412 mmol) in N,N-dimethylformamide (10 mL) according to example 1.3 and work-up gave 197 mg of the title compound a amorphous solid; ESI-MS [M+H]+: 511.2.

Sources & evidence

ORD record
ord-91127d9656634e6eb42f11f8c9f8f987
Source dataset
uspto-grants-2015_10
Patent number
US09150545B2

Reaction notes

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