Benzyl Bromide → HCID 14423288, compound

HRID 1197033Notes

Reaction equation

HRID 1197033 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:17]3[CH2:16][CH2:15][NH:14][CH2:13][C:12]=3[C:11](=[O:18])[C:10]3[CH:19]=[CH:20][CH:21]=[N:22][C:9]2=3)[CH:5]=[CH:6][CH:7]=1.[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:17]3[CH2:16][CH2:15][N:14]([CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:13][C:12]=3[C:11](=[O:18])[C:10]3[CH:19]=[CH:20][CH:21]=[N:22][C:9]2=3)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 14423281HCID 14423281, compound

Product 1

HCID 14423288HCID 14423288, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

React 10-(3-chlorophenyl)-6,7,8,9-tetrahydropyrido[2,3-b][1,6]naphthyridin-5(10H)-one (5 mmol) with benzylbromide (5.8 mmol) in acetone (40 ml) at 25° C. for 3 hours. Evaporate the acetone solvent, and elute the product from silica gel with chloroform to provide the product, 10-(3-chlorophenyl)-6,7,8,9-tetrahydro-7-N-benzyl-pyrido[2,3-b][1,6]naphthyridin-5(10H)-one, m.p. 157°-161° C. after crystallization from CH3CN.

Workup

  1. customEvaporate the acetone solvent
  2. washelute the product from silica gel with chloroform

Sources & evidence

ORD record
ord-1e59e582568b4d819122ddd4ce3df018
Source dataset
uspto-grants-1992_05
Patent number
US05116840

Reaction notes

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