Potassium tert-butoxide → 5-[3-Fluoro-4-(trifluoromethyl)phenyl]-1-(thiomorpholin-4-ylcarbonyl)piperidine-3-carboxylic acid
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:12]2[CH2:17][N:16]([C:18]([N:20]3[CH2:25][CH2:24][S:23][CH2:22][CH2:21]3)=[O:19])[CH2:15][CH:14]([C:26]([O:28]C)=[O:27])[CH2:13]2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].CC(C)([O-])C.[K+]>>[F:1][C:2]1[CH:3]=[C:4]([CH:12]2[CH2:17][N:16]([C:18]([N:20]3[CH2:25][CH2:24][S:23][CH2:22][CH2:21]3)=[O:19])[CH2:15][CH:14]([C:26]([OH:28])=[O:27])[CH2:13]2)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:9])[F:10]Participants
3
Procedure
According to General Method 4A, 0.55 g (1.01 mmol) of the compound from Example 84A was reacted with 1.14 g (10.1 mmol) of potassium tert-butoxide. This gave 455 mg of crude product in 78% purity (LC-MS), which was reacted without any further purification steps. Yield: 550 mg (73% of theory)
Sources & evidence
- ORD record
- ord-35fc67be002a466ea71d717ab1811325
- Source dataset
- uspto-grants-2011_12
- Patent number
- US08084469B2
Reaction notes
Loading…