1-Methylpiperazine → HCID 11454296, compound

HRID 2217806Notes

Reaction equation

HRID 2217806 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:22])[C:8]=2[NH:12][C:13](=[O:21])[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[N:3]=1.[CH3:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>>[ClH:1].[ClH:1].[Cl:22][C:7]1[C:8]([NH:12][C:13](=[O:21])[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([N:27]1[CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]1)[CH:11]=[CH:10]2

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 86012996N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide

Product 1

HCID 11454296HCID 11454296, compoundYield 38%

Procedure

Prepared according to the method of example 2 using N-(2,6-dichloro-5-quinolinyl)-cyclohexaneacetamide (Example 1 (a)) (150 mg) and 1-methyl-piperazine (380 mg). The product was purified by chromatography (SiO2, dichloromethane:methanol 95:5 as eluant), converted to its hydrochloride salt by treatment with hydrochloric acid (4M in 1,4-dioxane) and recrystallised (methanol/ethyl acetate) to give the title compound as a solid (40 mg).

Workup

  1. customPrepared
  2. customThe product was purified by chromatography (SiO2, dichloromethane:methanol 95:5 as eluant)
  3. customrecrystallised (methanol/ethyl acetate)

Sources & evidence

ORD record
ord-c8e267031c5341ca8571bdefd0492a87
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

Loading…