Hexahydro-1,4-diazepine → N-[6-Chloro-2-(hexahydro-1H-1,4-diazepin-1-yl)-5-quinolinyl]-cyclohexaneacetamide

HRID 2217805Notes

Reaction equation

HRID 2217805 reaction equation
Cl[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.[NH:23]1[CH2:29][CH2:28][CH2:27][NH:26][CH2:25][CH2:24]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:23]1[CH2:29][CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[CH:11]=[CH:10]2

Participants

3

Reactant 2

HCID 68163Hexahydro-1,4-diazepineHCID 86012996N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide

Product 1

HCID 11177072N-[6-Chloro-2-(hexahydro-1H-1,4-diazepin-1-yl)-5-quinolinyl]-cyclohexaneacetamideYield 40.4%

Procedure

Prepared according to the method of example 2 using N-(2,6-dichloro-5-quinolinyl)-cyclohexaneacetamide (Example 1 (a)) (200 mg) and homopiperazine (600 mg). Recrystallisation from acetonitrile afforded the title compound as a solid (96 mg).

Workup

  1. customPrepared
  2. customRecrystallisation from acetonitrile

Sources & evidence

ORD record
ord-3bbc82f9b1cb4d32905588ed8b77eac3
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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