5-Bromopyridine-2-carbonitrile → 5-(4-Methoxy-2-trifluoromethyl-phenylamino)-pyridine-2-carbonitrile

HRID 1428216Notes

Reaction equation

HRID 1428216 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[F:10][C:11]([F:22])([F:21])[C:12]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:13]=1[NH2:14]>>[CH3:20][O:19][C:17]1[CH:16]=[CH:15][C:13]([NH:14][C:2]2[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=2)=[C:12]([C:11]([F:10])([F:21])[F:22])[CH:18]=1

Participants

3

Reactant 2

HCID 8171545-Bromopyridine-2-carbonitrileHCID 226017214-Methoxy-2-(trifluoromethyl)aniline

Product 1

HCID 680260235-(4-Methoxy-2-trifluoromethyl-phenylamino)-pyridine-2-carbonitrileYield 97.4%

Procedure

Analogously to Example 1a) 5-bromo-pyridine-2-carbonitrile was reacted with 2-trifluoromethyl-4-methoxy-aniline. After chromatographic purification through silica gel (petroleum ether with 10 to 30% ethyl acetate) the 4-(4-methoxy-2-trifluoromethyl-phenyl-amino)-benzonitrile was obtained in a yield of 97.4% of theory.

Workup

  1. customAfter chromatographic purification through silica gel (petroleum ether with 10 to 30% ethyl acetate) the 4-(4-methoxy-2-trifluoromethyl-phenyl-amino)-benzonitrile
  2. customwas obtained in a yield of 97.4% of theory

Sources & evidence

ORD record
ord-117192bdf9864ac1a7732ef940cb1d44
Source dataset
uspto-grants-2015_01
Patent number
US08937073B2

Reaction notes

Loading…