Ammonia → (E)-3-(3,5-difluoro-4-(4-sulfamoylphenoxy)phenyl)-2-methylacrylic acid

HRID 870188Notes

Reaction equation

HRID 870188 reaction equation
Cl[S:2]([C:5]1[CH:25]=[CH:24][C:8]([O:9][C:10]2[C:15]([F:16])=[CH:14][C:13](/[CH:17]=[C:18](\[CH3:22])/[C:19]([OH:21])=[O:20])=[CH:12][C:11]=2[F:23])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[NH3:26]>>[F:23][C:11]1[CH:12]=[C:13](/[CH:17]=[C:18](\[CH3:22])/[C:19]([OH:21])=[O:20])[CH:14]=[C:15]([F:16])[C:10]=1[O:9][C:8]1[CH:24]=[CH:25][C:5]([S:2](=[O:4])(=[O:3])[NH2:26])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 86672342(E)-3-(4-(4-(chlorosulfonyl)phenoxy)-3,5-difluorophenyl)-2-methylacrylic acid2×

Product 1

HCID 67455501(E)-3-(3,5-difluoro-4-(4-sulfamoylphenoxy)phenyl)-2-methylacrylic acid

Procedure

(E)-3-(4-(4-(chlorosulfonyl)phenoxy)-3,5-difluorophenyl)-2-methylacrylic acid (Intermediate 51.2) was converted to intermediate 58.1 using procedures outlined in Example 58, with aqueous ammonia as the amine. The title compound was obtained as a yellow solid.

Sources & evidence

ORD record
ord-07eccaf0d7a342f2b334052379309f19
Source dataset
uspto-grants-2015_03
Patent number
US08969377B2

Reaction notes

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