Trifluoroacetic acid → 4-((3R,4R)-3-fluoropiperidin-4-yl)phenol trifluoroacetate
Reaction equation
[F:1][C@@H:2]1[C@@H:7]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.[C:22]([OH:28])([C:24]([F:27])([F:26])[F:25])=[O:23]>C(Cl)Cl>[F:25][C:24]([F:27])([F:26])[C:22]([OH:28])=[O:23].[F:1][C@@H:2]1[C@@H:7]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:6][CH2:5][NH:4][CH2:3]1Participants
4
Procedure
To a solution of (3R,4R)-tert-butyl 3-fluoro-4-(4-hydroxyphenyl)piperidine-1-carboxylate (120 mg, 0.41 mmol) in 1.5 mL DCM at rt was added TFA (0.5 mL, 6.5 mmol), and the mixture was stirred for 3 h. The mixture was then concentrated in vacuo to dryness to yield 4-((3R,4R)-3-fluoropiperidin-4-yl)phenol trifluoroacetate (126 mg, 0.41 mmol), which was used directly in step D.
Workup
- concentrationThe mixture was then concentrated in vacuo to dryness
Sources & evidence
- ORD record
- ord-a17c19fde14c44549bc9e0534d5e25d0
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09221796B2
Reaction notes
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