Hydrochloric Acid → HCID 11529604, compound

HRID 2105937Notes

Reaction equation

HRID 2105937 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:14])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][C:3]=1[C:15]([F:18])([F:17])[F:16].C(=O)([O-])[O-].[K+].[K+].I[CH2:26][CH2:27][CH3:28].Cl>C(#N)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:14])[CH2:9][CH2:10][N:11]([CH2:26][CH2:27][CH3:28])[CH2:12][CH2:13]2)=[CH:4][C:3]=1[C:15]([F:18])([F:16])[F:17]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 231499084-[4-Fluoro-3-(trifluoromethyl)phenyl]piperidin-4-ol

Product 1

HCID 11529604HCID 11529604, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 2: 4-[4-fluoro-3-(trifluoromethyl)phenyl]piperidin-4-ol (0.4 g, 1.52 mmol), acetonitrile (20 ml), potassium carbonate (0.42 g, 3.0 mmol), iodopropane (0.18 ml, 1.82 mmol). Yield: 0.31 g, 67%. The amine was converted to the hydrochloric acid salt and recrystallized from ethanol/diethyl ether: M.p. 179-181° C. MS m/z (relative intensity, 70 eV) 305 (M+, 5), 276 (bp), 258 (52), 256 (23), 185 (50).

Workup

  1. customPreparation
  2. customrecrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-85369188fda74fa695569c67ef4a4e67
Source dataset
uspto-grants-2009_08
Patent number
US07579474B2

Reaction notes

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