6-(3-Chlorophenyl)picolinic acid → (S)-6-(3-Chlorophenyl)-N-(4,4-dimethyl-1-(methylamino)-1-oxopentan-2-yl)picolinamide

HRID 927643Notes

Reaction equation

HRID 927643 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[NH2:17][C@@H:18]([CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])[C:19]([NH:21][CH3:22])=[O:20]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([C:14]([NH:17][C@@H:18]([CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])[C:19]([NH:21][CH3:22])=[O:20])=[O:16])[CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 247301356-(3-Chlorophenyl)picolinic acidHCID 57635521(2S)-2-amino-N,4,4-trimethyl-pentanamide

Product 1

HCID 71087330(S)-6-(3-Chlorophenyl)-N-(4,4-dimethyl-1-(methylamino)-1-oxopentan-2-yl)picolinamide

Procedure

The title compound was synthesized in analogy to Example 1, using 6-(3-chlorophenyl)-2-pyridinecarboxylic acid (CAN 863704-38-5) and (2S)-2-amino-N,4,4-trimethyl-pentanamide (CAN 1160161-70-5) as starting materials, MS (EI): m/e=374.1 [M+H]+.

Sources & evidence

ORD record
ord-b039aef45e9e4379ba889475d2f64bf1
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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