Potassium tert-butoxide → 5-(4-Ethyl-3-fluorophenyl)-1-(thiomorpholin-4-ylcarbonyl)piperidine-3-carboxylic acid

HRID 661219Notes

Reaction equation

HRID 661219 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13]([C:15]([N:17]3[CH2:22][CH2:21][S:20][CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:23]([O:25]C)=[O:24])[CH2:10]2)=[CH:5][C:4]=1[F:27])[CH3:2].CC(C)([O-])C.[K+]>>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][N:13]([C:15]([N:17]3[CH2:22][CH2:21][S:20][CH2:19][CH2:18]3)=[O:16])[CH2:12][CH:11]([C:23]([OH:25])=[O:24])[CH2:10]2)=[CH:5][C:4]=1[F:27])[CH3:2]

Participants

3

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 58116462Methyl 5-(4-ethyl-3-fluorophenyl)-1-(thiomorpholin-4-ylcarbonyl)piperidine-3-carboxylate

Product 1

HCID 581165235-(4-Ethyl-3-fluorophenyl)-1-(thiomorpholin-4-ylcarbonyl)piperidine-3-carboxylic acid

Procedure

According to General Method 4A, 1.2 g (3.0 mmol) of methyl 5-(4-ethyl-3-fluorophenyl)-1-(thiomorpholin-4-ylcarbonyl)piperidine-3-carboxylate were reacted with 3.4 g (30.4 mmol) of potassium tert-butoxide. Yield: 599 mg (50% of theory)

Sources & evidence

ORD record
ord-95d825d4ff294e6d808f2696942bc998
Source dataset
uspto-grants-2011_12
Patent number
US08084469B2

Reaction notes

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