N-Nicotinylbenzylamine → N-Benzyl-N-pyridin-3-ylmethyl-2-(quinoline-8-sulfonylamino)-benzamide

HRID 1070957Notes

Reaction equation

HRID 1070957 reaction equation
[CH2:1]([NH:8][CH2:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][C:24]=2[S:26]([NH:29][C:30]2[CH:38]=[CH:37][CH:36]=[CH:35][C:31]=2[C:32](Cl)=[O:33])(=[O:28])=[O:27])[CH:19]=[CH:18][CH:17]=1>>[CH2:1]([N:8]([CH2:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)[C:32](=[O:33])[C:31]1[CH:35]=[CH:36][CH:37]=[CH:38][C:30]=1[NH:29][S:26]([C:24]1[CH:23]=[CH:22][CH:21]=[C:20]2[C:25]=1[N:16]=[CH:17][CH:18]=[CH:19]2)(=[O:28])=[O:27])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 293794N-NicotinylbenzylamineHCID 120206732-(Quinoline-8-sulfonylamino)-benzoyl chloride

Product 1

HCID 12020675N-Benzyl-N-pyridin-3-ylmethyl-2-(quinoline-8-sulfonylamino)-benzamideYield 51.7%

Procedure

99 mg of N-benzyl-N-(3-pyridylmethyl)amine (precursor 3b) were reacted with 87 mg of 2-(quinoline-8-sulfonylamino)-benzoyl chloride in analogy to example 1 which resulted in 66 mg of an amorphous white solid. MS (ES): 509 (M+H)+

Sources & evidence

ORD record
ord-251cc54d75a5440597084d0c23e77b4e
Source dataset
uspto-grants-2005_06
Patent number
US06903216B2

Reaction notes

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