2,6-dichloro-N-(cyclohexylmethyl)-5-quinolinecarboxamide → HCID 68808929, compound

HRID 2217911Notes

Reaction equation

HRID 2217911 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:8]([C:12]([NH:14][CH2:15][CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)=[O:13])=[C:7]([Cl:22])[CH:6]=[CH:5][C:4]=2[N:3]=1>Br[Zn]CCCCC#N>[Cl:22][C:7]1[CH:6]=[CH:5][C:4]2[N:3]=[C:2]([CH2:4][CH2:9][CH2:10][CH2:11][C:2]#[N:3])[CH:11]=[CH:10][C:9]=2[C:8]=1[C:12]([NH:14][CH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)=[O:13]

Participants

3

Reactant 1

HCID 860130222,6-dichloro-N-(cyclohexylmethyl)-5-quinolinecarboxamide

Product 1

HCID 68808929HCID 68808929, compoundYield 210.8%

Reagents, catalysts & solvents 1

HCID 178510996HCID 178510996, compoundSolvent

Procedure

Prepared according to the method of example 67 (a) using 2,6-dichloro-N-(cyclohexylmethyl)-5-quinolinecarboxamide (prepared as in Example 43 (a)) (500 mg) and bromo(4-cyanobutyl)-zinc (30 mL, 0.5 M solution in tetrahydrofuran). Purification (SiO2, methanol:dichloromethane 1:200 as eluant) gave the sub-title compound as a solid (600 mg).

Workup

  1. customPrepared
  2. customPurification (SiO2, methanol:dichloromethane 1:200 as eluant)

Sources & evidence

ORD record
ord-e86c2198f58a447798f70567bc02b6c3
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

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