Sodium Hydroxide → 2-(6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinamido)-2-ethylbutanoic acid

HRID 927754Notes

Reaction equation

C([O:3][C:4](=[O:30])[C:5]([NH:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH2:22][C:21]([F:24])([F:23])[CH2:20]2)=[C:15]([O:25][CH2:26][CH:27]2[CH2:29][CH2:28]2)[N:14]=1)=[O:12])([CH2:8][CH3:9])[CH2:6][CH3:7])C.[OH-].[Na+]>>[CH:27]1([CH2:26][O:25][C:15]2[N:14]=[C:13]([C:11]([NH:10][C:5]([CH2:6][CH3:7])([CH2:8][CH3:9])[C:4]([OH:30])=[O:3])=[O:12])[CH:18]=[CH:17][C:16]=2[N:19]2[CH2:22][C:21]([F:23])([F:24])[CH2:20]2)[CH2:29][CH2:28]1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 710874672-{[6-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carbonyl]-amino}-2-ethyl-butyric acid ethyl ester

Product 1

HCID 710877392-(6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinamido)-2-ethylbutanoic acid

Procedure

In analogy to the procedure described in Example 252 b), 2-{[6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carbonyl]-amino}-2-ethyl-butyric acid ethyl ester (Example 266) was treated with sodium hydroxide to give the title compound as colorless oil. MS: 396.2 [M−H]−.

Sources & evidence

ORD record: ord-b352a4b4ebf043b68aa73a065c2d7b13
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09290451B2

Reaction notes

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