Potassium tert-butoxide → 1-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid

HRID 661198Notes

Reaction equation

HRID 661198 reaction equation
[N:1]1([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:25]([O:27]C)=[O:26])[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.CC(C)([O-])C.[K+]>>[N:1]1([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([F:23])([F:24])[F:22])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:25]([OH:27])=[O:26])[CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 58002139Methyl 1-(morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylate

Product 1

HCID 580024471-(Morpholin-4-ylcarbonyl)-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid

Procedure

According to General Method 4A, 22.19 g (39.90 mmol) of the compound from Example 3A and 44.78 g (399.0 mmol) of potassium tert-butoxide were reacted. The reaction led selectively to the cis isomer. Yield: 18.29 g (100% of theory)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-044de0459b564393abedadd92dd60c91
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

Loading…