3-Aminoquinoline → HCID 66644229, compound

HRID 2406680Notes

Reaction equation

HRID 2406680 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([NH2:11])[CH:2]=1.C([Li])(C)(C)C.I[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>CCOCC>[CH2:18]([C:2]1[C:3]([NH2:11])=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:1]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

5

Reactant 3

HCID 113753-AminoquinolineHCID 125271-IodohexaneHCID 178418306HCID 178418306, compound

Product 1

HCID 66644229HCID 66644229, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To the solution of quinolin-3-ylamine in ether was added tert-butyl lithium at −78° C. and was stirred for 2 hours. To the reaction mixture was added the solution of 1-Iodo-hexane in ether and was allowed to warm up to RT. The reaction was continued for 1 day. The reaction was quenched with saturated ammonium chloride solution and extracted with chloroform. The product was purified by column chromatography.

Workup

  1. waitThe reaction was continued for 1 day
  2. customThe reaction was quenched with saturated ammonium chloride solution
  3. extractionextracted with chloroform
  4. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-4843c863ccbe49f4991dde9bb82eb87c
Source dataset
uspto-grants-2014_08
Patent number
US08809382B2

Reaction notes

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