Benzonitrile, 2,6-dichloro-4-hydroxy- → 3-cyano-4-(3,5-dichloro-4-cyanophenoxy)-N-(5-fluoropyridin-2-yl)benzenesulfonamide

HRID 2178111Notes

Reaction equation

HRID 2178111 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([S:10]([N:13](CC2C=CC(OC)=CC=2OC)[C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][N:15]=2)(=[O:12])=[O:11])[CH:6]=[CH:7][C:8]=1F)#[N:2].[Cl:32][C:33]1[CH:40]=[C:39]([OH:41])[CH:38]=[C:37]([Cl:42])[C:34]=1[C:35]#[N:36]>>[C:1]([C:3]1[CH:4]=[C:5]([S:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][N:15]=2)(=[O:11])=[O:12])[CH:6]=[CH:7][C:8]=1[O:41][C:39]1[CH:38]=[C:37]([Cl:42])[C:34]([C:35]#[N:36])=[C:33]([Cl:32])[CH:40]=1)#[N:2]

Participants

3

Reactant 2

HCID 18747Benzonitrile, 2,6-dichloro-4-hydroxy-HCID 1176533623-cyano-N-(2,4-di methoxybenzyl)-4-fluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide

Product 1

HCID 1176534613-cyano-4-(3,5-dichloro-4-cyanophenoxy)-N-(5-fluoropyridin-2-yl)benzenesulfonamide

Procedure

The title compound was prepared according to the method described for Method Variation 5 using 3-cyano-N-(2,4-dimethoxybenzyl)-4-fluoro-N-(5-fluoropyridin-2-yl)benzenesulfonamide (Preparation 18) and 2,6-dichloro-4-hydroxybenzonitrile, and then purified using preparative HPLC.

Workup

  1. custompurified

Sources & evidence

ORD record
ord-644540869c6645bca721c1e504ec3f61
Source dataset
uspto-grants-2015_06
Patent number
US09067922B2

Reaction notes

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