Potassium Carbonate → HCID 178505746, compound

HRID 234628Notes

Reaction equation

HRID 234628 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:13][CH2:12][C@H:11]([N:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[Cl:20][C:21]1[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=1[CH2:23]Cl.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:20][C:21]1[CH:28]=[CH:27][CH:26]=[CH:25][C:22]=1[CH2:23][N:17]1[CH2:16][CH2:15][N:14]([C@H:11]2[CH2:10][CH2:9][C@@H:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[CH2:13][CH2:12]2)[CH2:19][CH2:18]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 119062-Chlorobenzyl chlorideHCID 178505741HCID 178505741, compound

Product 1

HCID 178505746HCID 178505746, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound was prepared by refluxing cis 1-[4-(4-fluorophenyl)-1-cyclohexyl]piperazine (0.35 g, 1.3 mmole) and 2-chlorobenzyl chloride (0.21 g, 1.3 mmole) in acetonitrile with excess potassium carbonate for 18 hr. The solvent was removed in vacuo and the crude material recrystallized from 2-propyl acetate to give the product (85%, mp: 86°-87° C.). Calc'd for C23H28ClFN2.0.4H2O: C, 70.09%; H, 7.37%; N, 7.11%. Found: C, 70.12%; H, 7.52%; N, 7.07%.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe crude material recrystallized from 2-propyl acetate

Sources & evidence

ORD record
ord-476a4072d9824996ab8df5577ebc15ac
Source dataset
uspto-grants-1997_01
Patent number
US05595993

Reaction notes

Loading…