3-Bromo-4-fluorobenzene-1-sulfonyl chloride → 3-bromo-N-(2,4-dimethoxybenzyl)-4-fluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide

HRID 2178130Notes

Reaction equation

HRID 2178130 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:4]=1[CH2:5][NH:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][N:8]=1.[F:20][C:21]1[C:26]([Br:27])=[CH:25][C:24]([S:28](Cl)(=[O:30])=[O:29])=[CH:23][CH:22]=1>>[Br:27][C:26]1[CH:25]=[C:24]([S:28]([N:6]([CH2:5][C:4]2[CH:14]=[CH:15][C:16]([O:18][CH3:19])=[CH:17][C:3]=2[O:2][CH3:1])[C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][N:8]=2)(=[O:29])=[O:30])[CH:23]=[CH:22][C:21]=1[F:20]

Participants

3

Reactant 2

HCID 218867333-Bromo-4-fluorobenzene-1-sulfonyl chlorideHCID 58042270N-(2,4-dimethoxybenzyl)-5-fluoropyridin-2-amine

Product 1

HCID 1176534423-bromo-N-(2,4-dimethoxybenzyl)-4-fluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide

Procedure

The title compound was prepared according to the method described for Preparation 11 using N-(2,4-dimethoxybenzyl)-5-fluoropyridin-2-amine (Preparation 20) and 4-fluoro-5-bromobenzenesulfonyl chloride at 40° C. The residue was purified by silica gel column chromatography eluting with 10% EtOAc in heptanes.

Workup

  1. customThe residue was purified by silica gel column chromatography
  2. washeluting with 10% EtOAc in heptanes

Sources & evidence

ORD record
ord-3b0c2c25d09440bbb363d4475e648001
Source dataset
uspto-grants-2015_06
Patent number
US09067922B2

Reaction notes

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