2-Chloroquinoline → HCID 44220319, compound

HRID 2415901Notes

Reaction equation

HRID 2415901 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:12][C@H:13]1[CH2:18][NH:17][CH2:16][CH2:15][NH:14]1>C(O)CCC>[CH3:12][C@@H:13]1[NH:14][CH2:15][CH2:16][N:17]([C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH2:18]1

Participants

4

Reactant 2

HCID 119282-ChloroquinolineHCID 27342192-Methylpiperazine, (S)-

Product 1

HCID 44220319HCID 44220319, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A solution of 1.554 g (9.5 mmol) of 2-chloroquinoline and 1 g (9.984 mmol) of (S)-2-methylpiperazine in 10 ml of n-butanol is stirred for three hours at 130° C. Then the solvent is distilled off. The residue is purified by column chromatography on silica gel (eluant: dichloromethane/ethanol/ammonia=20:1:0.1).

Workup

  1. distillationThen the solvent is distilled off
  2. customThe residue is purified by column chromatography on silica gel (eluant: dichloromethane/ethanol/ammonia=20:1:0.1)

Sources & evidence

ORD record
ord-e746fdab2adf4242beccfba061e34c06
Source dataset
uspto-grants-2004_11
Patent number
US06821967B2

Reaction notes

Loading…