Ammonia → HCID 67959596, compound

HRID 1258711Notes

Reaction equation

HRID 1258711 reaction equation
[F:1][C:2]1[C:9](F)=[CH:8][C:5]([NH:6][CH3:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1.Cl.[F:15][C:16]([F:24])([F:23])[CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1.C([O-])([O-])=O.[K+].[K+].N>CN(C=O)C>[F:1][C:2]1[C:9]([N:20]2[CH2:21][CH2:22][CH:17]([C:16]([F:24])([F:23])[F:15])[CH2:18][CH2:19]2)=[CH:8][C:5]([NH:6][CH3:7])=[C:4]([N+:11]([O-:13])=[O:12])[CH:3]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 11430Potassium CarbonateHCID 162181604-(Trifluoromethyl)piperidine hydrochlorideHCID 22615011HCID 22615011, compound

Product 1

HCID 67959596HCID 67959596, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 4,5-difluoro-N-methyl-2-nitroaniline (1.0 g, 5.3 mmol), 4-trifluoromethylpiperidine hydrochloride (2.02 g, 10.6 mmol), K2CO3 (1.47 g, 10.6 mmol) and DMF (7 mL) was stirred at 40° C. overnight under Ar atmosphere. The mixture was poured into aqueous ammonia and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was washed with Et2O/PE to give the sub-title compound.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. washThe residue was washed with Et2O/PE

Sources & evidence

ORD record
ord-46108802bafd43518530964a9025a56f
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

Loading…