3-Chloroaniline → (5-Bromo-pyridin-2-yl)-(3-chlorophenyl)-amine

HRID 76045Notes

Reaction equation

HRID 76045 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[Cl:9][C:10]1[CH:11]=[C:12]([NH2:16])[CH:13]=[CH:14][CH:15]=1>>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH:16][C:12]2[CH:13]=[CH:14][CH:15]=[C:10]([Cl:9])[CH:11]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 79323-ChloroanilineHCID 693532,5-Dibromopyridine

Product 1

HCID 61374509(5-Bromo-pyridin-2-yl)-(3-chlorophenyl)-amine

Conditions

Temperature
180 °C

Procedure

A 1-dram vial was charged with 2,5-dibromopyridine (0.5 g, 2.1 mmol, 1.0 equiv) and 3-chlorophenyl amine (0.89 mL, 8.4 mmol, 4 equiv). The neat reaction mixture was heated to 180° C. for 3 hours. The reaction was cooled, then purified by flash chromatography to afford the title compound. (M+H)+285.0.

Workup

  1. temperatureThe reaction was cooled
  2. custompurified by flash chromatography

Sources & evidence

ORD record
ord-0e7d3d06789f4f5eb0866d77e56d37d5
Source dataset
uspto-grants-2014_09
Patent number
US08835451B2

Reaction notes

Loading…