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

HRID 14770
Notes
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Reaction equation

HRID 14770 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:16]=[N:17][CH:18]=[CH:19][CH:20]=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:16]=[N:17][CH:18]=[CH:19][CH:20]=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 86603256N-(3-(2-chloropyrimidin-4-yl)benzyl)-2-(pyridine-3-yl)ethanamine

Product 1

HCID 86603255N-[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-N-(2-pyridin-3-yl-ethyl)-methanesulfonamide

Procedure

Intermediate 18 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-959a941e63d64e399e8f249fe352cf61
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