Benzyl Bromide → 2-[[(1-Benzylpyridinium-4-yl)carbonyl]amino]-N-(4-chlorophenyl)benzamide Bromide

HRID 427695Notes

Reaction equation

HRID 427695 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([NH:9][C:10]2[CH:25]=[CH:24][CH:23]=[CH:22][C:11]=2[C:12]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[O:13])=[O:8])=[CH:3][CH:2]=1.[CH2:26]([Br:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[Br-:33].[CH2:26]([N+:1]1[CH:6]=[CH:5][C:4]([C:7]([NH:9][C:10]2[CH:25]=[CH:24][CH:23]=[CH:22][C:11]=2[C:12]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)=[O:13])=[O:8])=[CH:3][CH:2]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 1099265N-{2-[(4-chloroanilino)carbonyl]phenyl}isonicotinamide

Product 1

HCID 693625932-[[(1-Benzylpyridinium-4-yl)carbonyl]amino]-N-(4-chlorophenyl)benzamide BromideYield 73%

Procedure

Using the procedure described in Example 26, Part B, 2-(4-pyridinecarbonyl)amino-N-(4-chlorophenyl)benzamide (500 mg, 1.42 mmol) and benzyl bromide (0.25 mL, 2.13 mmol) yielded 538 mg (73%) of the title compound.

Sources & evidence

ORD record
ord-9a305abe83b042f89d87f020256b1ef4
Source dataset
uspto-grants-2001_11
Patent number
US06313122B1

Reaction notes

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