3-Bromobenzyl bromide → 1-(3-Bromo-benzyl)-3-(4-methoxy-3-methyl-benzoyl)-1H-[1,8]naphthyridin-4-one

HRID 227137Notes

Reaction equation

HRID 227137 reaction equation
[CH3:1][O:2][C:3]1[CH:21]=[CH:20][C:6]([C:7]([C:9]2[C:18](=[O:19])[C:17]3[C:12](=[N:13][CH:14]=[CH:15][CH:16]=3)[NH:11][CH:10]=2)=[O:8])=[CH:5][C:4]=1[CH3:22].[Br:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30]Br)[CH:25]=1>>[Br:23][C:24]1[CH:25]=[C:26]([CH:27]=[CH:28][CH:29]=1)[CH2:30][N:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][N:13]=2)[C:18](=[O:19])[C:9]([C:7](=[O:8])[C:6]2[CH:20]=[CH:21][C:3]([O:2][CH3:1])=[C:4]([CH3:22])[CH:5]=2)=[CH:10]1

Participants

3

Reactant 2

HCID 699793-Bromobenzyl bromideHCID 577545283-(4-Methoxy-3-methyl-benzoyl)-1H-[1,8]naphthyridin-4-one

Product 1

HCID 577547471-(3-Bromo-benzyl)-3-(4-methoxy-3-methyl-benzoyl)-1H-[1,8]naphthyridin-4-oneYield 21.6%

Procedure

Experimental conditions analogous to those described for Step 3 of Example 1, from 50 mg (0.17 mmol) of 3-(4-Methoxy-3-methyl-benzoyl)-1H-[1,8]naphthyridin-4-one, and 1-Bromo-3-bromomethyl-benzene 55 mg (0.22 mmol), to give 17 mg of desired compound. LCMS (M+H)+: 463.1.

Sources & evidence

ORD record
ord-f9bea21dcbde46fa8e04b2402b0899db
Source dataset
uspto-grants-2009_07
Patent number
US07557213B2

Reaction notes

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