(S)-2-Amino-2,3-dimethylbutanamide → 5-Acetoxy-2-(1-carbamoyl-1,2-dimethylpropyl-carbamoyl)-6-methyl-nicotinic acid

HRID 867831Notes

Reaction equation

HRID 867831 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:15](=[O:16])[O:14][C:12](=[O:13])[C:8]2=[N:9][C:10]=1[CH3:11])(=[O:3])[CH3:2].[CH3:17][C@@:18]([C:23]([NH2:25])=[O:24])([CH:20]([CH3:22])[CH3:21])[NH2:19]>>[C:1]([O:4][C:5]1[C:10]([CH3:11])=[N:9][C:8]([C:12](=[O:13])[NH:19][C:18]([C:23](=[O:24])[NH2:25])([CH3:17])[CH:20]([CH3:22])[CH3:21])=[C:7]([CH:6]=1)[C:15]([OH:14])=[O:16])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 10154071(S)-2-Amino-2,3-dimethylbutanamideHCID 137994445-Acetoxy-6-methyl-pyridine-2,3-dicarboxylic acid anhydride

Product 1

HCID 137994455-Acetoxy-2-(1-carbamoyl-1,2-dimethylpropyl-carbamoyl)-6-methyl-nicotinic acid

Procedure

6.3 g (28.48 mmol) 5-acetoxy-6-methyl-pyridine-2,3-dicarboxylic acid anhydride and 4.1 g (31.33 mmol) 2-methylvalinamide are stirred under nitrogen for 2 days at room temperature, and then the precipitated crystalline product is filtered off.

Workup

  1. filtrationthe precipitated crystalline product is filtered off

Sources & evidence

ORD record
ord-a2dc49e09999486c88245e2164b8b648
Source dataset
uspto-grants-1988_10
Patent number
US04776876

Reaction notes

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