N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide → HCID 68808558, compound

HRID 2217871Notes

Reaction equation

HRID 2217871 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>Br[Zn]CCCCC#N>[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]([CH2:8][CH2:9][CH2:10][CH2:11][C:2]#[N:3])[CH:11]=[CH:10]2

Participants

3

Reactant 1

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

Product 1

HCID 68808558HCID 68808558, compoundYield 210.8%

Reagents, catalysts & solvents 1

HCID 178510996HCID 178510996, compoundSolvent

Procedure

Prepared according to the method of example 67(a), using N-(2,6-dichloro-5-quinolinyl)-cyclohexaneacetamide (Example 1 (a)) (500 mg) and bromo(4-cyanobutyl)-zinc (30 mL, 0.5 M solution in tetrahydrofuran). Purification (SiO2, methanol:dichloromethane 1:99 as eluant) gave the sub-title compound (600 mg).

Workup

  1. customPrepared
  2. customPurification (SiO2, methanol:dichloromethane 1:99 as eluant)

Sources & evidence

ORD record
ord-9e6ebf51145c498da23c8df857dc37b6
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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