Potassium tert-butoxide → 1-[(3-Hydroxypyrrolidin-1-yl)carbonyl]-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

HRID 1642829Notes

Reaction equation

HRID 1642829 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([O:21][C:22]([F:25])([F:24])[F:23])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:26]([O:28]C)=[O:27])[CH2:10]2)=[O:8])[CH2:3]1.CC(C)([O-])C.[K+]>>[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:16]=[CH:17][C:18]([O:21][C:22]([F:23])([F:25])[F:24])=[CH:19][CH:20]=3)[CH2:12][CH:11]([C:26]([OH:28])=[O:27])[CH2:10]2)=[O:8])[CH2:3]1

Participants

3

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 58002428Methyl 1-[(3-hydroxypyrrolidin-1-yl)carbonyl]-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylate

Product 1

HCID 580024901-[(3-Hydroxypyrrolidin-1-yl)carbonyl]-5-[4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid

Procedure

26.05 g (16.06 mmol) of the compound from Example 111A were reacted with 26.05 g (160.6 mmol) of potassium tert-butoxide according to the General Method 9A. Yield: 5.9 g (91% of theory).

Sources & evidence

ORD record
ord-ba76c32274f94b82994cb6b7e4570277
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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