Lithium Hydroxide → (S)-2-(6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinamido)-4-methylpentanoic acid

HRID 632377Notes

Reaction equation

HRID 632377 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([NH:14][C@@H:15]([CH2:21][CH:22]([CH3:24])[CH3:23])[C:16]([O:18]CC)=[O:17])=[O:13])[CH:9]=[CH:8][C:7]=2[N:25]2[CH2:28][C:27]([F:30])([F:29])[CH2:26]2)[CH2:3][CH2:2]1.[OH-].[Li+]>>[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([NH:14][C@@H:15]([CH2:21][CH:22]([CH3:24])[CH3:23])[C:16]([OH:18])=[O:17])=[O:13])[CH:9]=[CH:8][C:7]=2[N:25]2[CH2:28][C:27]([F:29])([F:30])[CH2:26]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 71105697(S)-Ethyl 2-(6-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinamido)-4-methylpentanoate

Product 1

HCID 71087342(S)-2-(6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinamido)-4-methylpentanoic acid

Procedure

In analogy to the procedure described in Example 5 c), (S)-ethyl 2-(6-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinamido)-4-methylpentanoate was saponified with lithium hydroxide to obtain the title compound. MS (EI): m/e=396.3 [M−H]−.

Sources & evidence

ORD record
ord-dd300a829c3841c0b2a5aa455e2011b9
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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