N-(2-bromo-5-chloro-pyridin-3-yl)-4-chloro-N-methoxymethyl-3-methyl-benzenesulfonamide → 4-Chloro-N-[5-chloro-2-(2-methoxy-6-methyl-benzoyl)-pyridin-3-yl]-N-methoxymethyl-3-methyl-benzenesulfonamide

HRID 1898034Notes

Reaction equation

HRID 1898034 reaction equation
Br[C:2]1[C:7]([N:8]([CH2:20][O:21][CH3:22])[S:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([CH3:19])[CH:13]=2)(=[O:11])=[O:10])=[CH:6][C:5]([Cl:23])=[CH:4][N:3]=1.[CH3:24][O:25][C:26]1[CH:37]=[CH:36][CH:35]=[C:34]([CH3:38])[C:27]=1[C:28](N(OC)C)=[O:29]>>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([S:9]([N:8]([C:7]2[C:2]([C:28](=[O:29])[C:27]3[C:34]([CH3:38])=[CH:35][CH:36]=[CH:37][C:26]=3[O:25][CH3:24])=[N:3][CH:4]=[C:5]([Cl:23])[CH:6]=2)[CH2:20][O:21][CH3:22])(=[O:11])=[O:10])=[CH:13][C:14]=1[CH3:19]

Participants

3

Reactant 2

HCID 57942201N-(2-bromo-5-chloro-pyridin-3-yl)-4-chloro-N-methoxymethyl-3-methyl-benzenesulfonamideHCID 57942584N,2-dimethoxy-N,6-dimethylbenzamide

Product 1

HCID 579422604-Chloro-N-[5-chloro-2-(2-methoxy-6-methyl-benzoyl)-pyridin-3-yl]-N-methoxymethyl-3-methyl-benzenesulfonamide

Procedure

4-Chloro-N-[5-chloro-2-(2-methoxy-6-methyl-benzoyl)-pyridin-3-yl]-N-methoxymethyl-3-methyl-benzenesulfonamide was prepared from N-(2-Bromo-5-chloro-pyridin-3-yl)-4-chloro-N-methoxymethyl-3-methyl-benzenesulfonamide and 2,N-Dimethoxy-6,N-dimethyl-benzamide according to previously described procedure example 29. The product was purified by chromatography on silica gel using ethyl acetate-hexane. MS m/z: 509.4 (M+H).

Workup

  1. customThe product was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-e3d57817be8945a097189c3d4d3da9a5
Source dataset
uspto-grants-2013_08
Patent number
US08519135B2

Reaction notes

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