Potassium tert-butoxide → 5-[4-(Difluoromethoxy)phenyl]-1-[(1,1-dioxidothiomorpholin-4-yl)carbonyl]piperidine-3-carboxylic acid

HRID 220034Notes

Reaction equation

HRID 220034 reaction equation
[F:1][CH:2]([F:30])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][N:14]([C:16]([N:18]3[CH2:23][CH2:22][S:21](=[O:25])(=[O:24])[CH2:20][CH2:19]3)=[O:17])[CH2:13][CH:12]([C:26]([O:28]C)=[O:27])[CH2:11]2)=[CH:6][CH:5]=1.CC(C)([O-])C.[K+]>>[F:30][CH:2]([F:1])[O:3][C:4]1[CH:5]=[CH:6][C:7]([CH:10]2[CH2:15][N:14]([C:16]([N:18]3[CH2:19][CH2:20][S:21](=[O:25])(=[O:24])[CH2:22][CH2:23]3)=[O:17])[CH2:13][CH:12]([C:26]([OH:28])=[O:27])[CH2:11]2)=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 58116465Methyl 5-[4-(difluoromethoxy)phenyl]-1-[(1,1-dioxidothiomorpholin-4-yl)carbonyl]piperidine-3-carboxylate

Product 1

HCID 581165675-[4-(Difluoromethoxy)phenyl]-1-[(1,1-dioxidothiomorpholin-4-yl)carbonyl]piperidine-3-carboxylic acid

Procedure

According to General Method 4A, 2.7 g (6.1 mmol) of methyl 5-[4-(difluoromethoxy)phenyl]-1-[(1,1-dioxidothiomorpholin-4-yl)carbonyl]piperidine-3-carboxylate were reacted with 6.9 g (61.3 mmol) of potassium tert-butoxide. Yield: 2.1 g (77% of theory)

Sources & evidence

ORD record
ord-be74ec5b004e412f966ab75d2f9b1ed3
Source dataset
uspto-grants-2012_06
Patent number
US08202862B2

Reaction notes

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