HCID 86657964, compound → HCID 86657966, compound

HRID 2366763Notes

Reaction equation

HRID 2366763 reaction equation
[F:1][C:2]([F:24])([F:23])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N:12]([CH3:22])[C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][N:14]=2)[CH:7]=1)=[O:4]>C(O)C.O1CCCC1.[C].[Pd]>[NH2:19][C:16]1[CH:17]=[CH:18][C:13]([N:12]([CH3:22])[C:8]2[CH:7]=[C:6]([NH:5][C:3](=[O:4])[C:2]([F:24])([F:1])[F:23])[CH:11]=[CH:10][CH:9]=2)=[N:14][CH:15]=1

Participants

5

Reactant 1

HCID 86657964HCID 86657964, compound

Product 1

HCID 86657966HCID 86657966, compoundYield 79%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

2,2,2-Trifluoro-N-{3-[methyl(5-nitropyridin-2-yl)amino]phenyl}acetamide (5.00 g, 14.7 mmol) was dissolved in ethanol (66 mL)/tetrahydrofuran (33 mL), 10% palladium-carbon (500 mg) was added, and the mixture was stirred at room temperature for 3 hr under a hydrogen atmosphere. The insoluble material was filtered off through celite, and the filtrate was concentrated under reduced pressure. The precipitate was collected by filtration to give the title compound (3.60 g, 79%) as a pale-violet powder.

Workup

  1. additionwas added
  2. filtrationThe insoluble material was filtered off through celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-0a15ddad941c4a878d86b1d851e509d6
Source dataset
uspto-grants-2014_04
Patent number
US08697874B2

Reaction notes

Loading…