2,2-Difluoroethan-1-ol → N-(4-bromophenyl)-2-(2,2-difluoroethoxy)-4-(methylamino)-5-nitrobenzamide

HRID 410100Notes

Reaction equation

HRID 410100 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:22])[C:10]2[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[C:13]([NH:19][CH3:20])=[CH:12][C:11]=2F)=[CH:4][CH:3]=1.[F:23][CH:24]([F:27])[CH2:25][OH:26].CC([O-])(C)C.[K+]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:22])[C:10]2[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[C:13]([NH:19][CH3:20])=[CH:12][C:11]=2[O:26][CH2:25][CH:24]([F:27])[F:23])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 1361872,2-Difluoroethan-1-olHCID 23665647Potassium tert-butoxideHCID 68052081N-(4-Bromophenyl)-2-fluoro-4-methylamino-5-nitro-benzamide

Product 1

HCID 59529852N-(4-bromophenyl)-2-(2,2-difluoroethoxy)-4-(methylamino)-5-nitrobenzamide

Procedure

The subtitle compound is prepared from N-(4-bromophenyl)-2-fluoro-4-methylamino-5-nitro-benzamide, 2,2-difluoroethanol and KOtBu in analogy to example 1e.

Sources & evidence

ORD record
ord-e13729e09b02453d8b2ae8502f41e869
Source dataset
uspto-grants-2014_06
Patent number
US08759537B2

Reaction notes

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