Hydrochloric Acid → HCID 57810437, compound

HRID 2105933Notes

Reaction equation

HRID 2105933 reaction equation
[F:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]1([OH:18])[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][CH2:27][O:28][CH3:29].Cl>C(#N)C>[F:1][C:2]1[C:7]([C:8]([F:10])([F:11])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]1([OH:18])[CH2:17][CH2:16][N:15]([CH2:26][CH2:27][O:28][CH3:29])[CH2:14][CH2:13]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 68813278HCID 68813278, compound

Product 1

HCID 57810437HCID 57810437, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 2: 4-[2-fluoro-3-(trifluoromethyl)phenyl]piperidin-4-ol (0.31 g, 1.18 mmol), potassium carbonate (0.3 g, 2.17 mmol), acetonitrile (20 ml), 1-bromo-2-methoxy ethane (0.11 ml, 1.3 mmol). Yield: (0.29 g, 76%). The amine was converted to the hydrochloric acid salt and recrystallized from ethanol/diethyl ether: M.p. 159-160° C. MS m/z (relative intensity, 70 eV) 321 (M+, 3), 277 (13), 276 (bp), 258 (24) 191 (9).

Workup

  1. customPreparation
  2. customrecrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-3b52d55734eb46ce890204e2e8e669b4
Source dataset
uspto-grants-2009_08
Patent number
US07579474B2

Reaction notes

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