Lithium Hydroxide → (S)-2-{[5-Cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carbonyl]-amino}-4-methyl-pentanoic acid

HRID 927794Notes

Reaction equation

HRID 927794 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:18]([NH:20][C@@H:21]([CH2:27][CH:28]([CH3:30])[CH3:29])[C:22]([O:24]CC)=[O:23])=[O:19])=[N:8][C:9]=2[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH2:3][CH2:2]1.[OH-].[Li+]>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:18]([NH:20][C@@H:21]([CH2:27][CH:28]([CH3:30])[CH3:29])[C:22]([OH:24])=[O:23])=[O:19])=[N:8][C:9]=2[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 86674796(S)-Ethyl 2-(5-cyclopropyl-6-(4-fluorobenzyl)picolinamido)-4-methylpentanoate

Product 1

HCID 71087637(S)-2-{[5-Cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carbonyl]-amino}-4-methyl-pentanoic acid

Procedure

In analogy to the procedure described in Example 5 c), (S)-ethyl 2-(5-cyclopropyl-6-(4-fluorobenzyl)picolinamido)-4-methylpentanoate was saponified with lithium hydroxide to obtain the title compound. MS (EI): m/e=385.2 [M+H]+.

Sources & evidence

ORD record
ord-a77e10b3dac04c2eae738ebcde75650c
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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