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Methanesulfonyl chloride → N-[3-(2-chloro-pyrimidin-4-yl)-benzyl]-N-(2-pyridin-4-yl-ethyl)-methanesulfonamide

HRID 14773
Notes
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Reaction equation

HRID 14773 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:21]=[CH:22][CH:23]=2)[CH2:11][NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)[CH:5]=[CH:4][N:3]=1.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:21]=[CH:22][CH:23]=2)[CH2:11][N:12]([CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)[S:25]([CH3:24])(=[O:27])=[O:26])[CH:5]=[CH:4][N:3]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 86603257N-(3-(2-chloropyrimidin-4-yl)benzyl)-2-(pyridine-4-yl)ethanamine

Product 1

HCID 86603258N-[3-(2-chloro-pyrimidin-4-yl)-benzyl]-N-(2-pyridin-4-yl-ethyl)-methanesulfonamide

Procedure

Intermediate 20 was coupled with methanesulfonyl chloride following procedure D. LC-MS showed the product had the expected M+H+ of 403.

Sources & evidence

ORD record
ord-41a4a1a85ecc4f3aa59fec68810e0abf
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07732444B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes