Hydrochloric Acid → 1-[2-Fluoro-3-(trifluoromethyl)phenyl]-4-propylpiperazine

HRID 2358041

Reaction equation

HRID 2358041 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[N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+].I[CH2:25][CH2:26][CH3:27].Cl>C(#N)C>[F:1][C:2]1[C:7]([C:8]([F:9])([F:10])[F:11])=[CH:6][CH:5]=[CH:4][C:3]=1[N:12]1[CH2:13][CH2:14][N:15]([CH2:25][CH2:26][CH3:27])[CH2:16][CH2:17]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 574480411-(2-Fluoro-3-(trifluoromethyl)phenyl)piperazine

Product 1

HCID 116017231-[2-Fluoro-3-(trifluoromethyl)phenyl]-4-propylpiperazine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Preparation according to Example 1: 1-[2-fluoro-3-(trifluoro-methyl)phenyl]piperazine (0.97 g, 3.9 mmol), acetonitrile (50 ml), potassium carbonate (0.81 g, 5.86 mmol) and 1-iodopropane (0.457 ml, 4.6 mmol). Yield: 0.57 g (50%). The amine was converted to the hydrochloric acid salt and recrystallized from ethanol/diethyl ether: M.p. 180-181° C. MS m/z (relative intensity, 70 eV) 290 (M+, 22), 262 (13), 261 (bp), 218 (18), 190 (22).

Workup

  1. customPreparation
  2. customrecrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-90c46f5ff4a945ffbb0d5f817b3a7aa3
Source dataset
uspto-grants-2010_07
Patent number
US07763639B2

Linked notes

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