2-Bromo-4-fluoroaniline → 5,3'-Difluoro-4'-methylbiphenyl-2-ylamine

HRID 2040919Notes

Reaction equation

HRID 2040919 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5](B(O)O)=[CH:4][C:3]=1[F:11].Br[C:13]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:14]=1[NH2:15]>>[F:20][C:18]1[CH:17]=[CH:16][C:14]([NH2:15])=[C:13]([C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[C:3]([F:11])[CH:4]=2)[CH:19]=1

Participants

3

Reactant 2

HCID 2428732-Bromo-4-fluoroanilineHCID 27826743-Fluoro-4-methylbenzeneboronic acid

Product 1

HCID 689386595,3'-Difluoro-4'-methylbiphenyl-2-ylamine

Procedure

Starting from 4-methyl-3-fluorophenylboronic acid and 2-bromo-4-fluoroaniline and proceeding analogously to Example (III-1), the compound 5,3′-difluoro-4′-methylbiphenyl-2-ylamine with a logP (pH 2.3) of 2.94 is obtained.

Sources & evidence

ORD record
ord-e0204ee39b6b4976af59cc4d91d28991
Source dataset
uspto-grants-2013_11
Patent number
US08580971B2

Reaction notes

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