HCID 69521228, compound → HCID 69522409, compound

HRID 856692Notes

Reaction equation

HRID 856692 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[C:6]([C:18]([F:21])([F:20])[F:19])[CH:5]=1)([O-])=O>C(O)(=O)C>[N:14]1[CH:15]=[CH:16][CH:17]=[C:12]([CH2:11][S:10][C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][C:6]=2[C:18]([F:21])([F:19])[F:20])[CH:13]=1

Participants

3

Reactant 1

HCID 69521228HCID 69521228, compound

Product 1

HCID 69522409HCID 69522409, compoundYield 41.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 3-[[[4-nitro-2-(trifluoromethyl)phenyl]sulfanyl]methyl]pyridine (2.2 g) was added acetic acid (22 ml), and reduced iron (6.6 g) was added to the mixture, and the mixture was stirred for 240 hours at room temperature. The mixture was filtered with Celite, and the mixture was washed with ethyl acetate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 4-[(3-pyridinylmethyl)sulfanyl]-3-(trifluoromethyl)aniline (0.83 g).

Workup

  1. additionwas added to the mixture
  2. filtrationThe mixture was filtered with Celite
  3. washthe mixture was washed with ethyl acetate
  4. customThe solvent was removed under reduced pressure
  5. customthe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-6e9dd00824be4b3899c6a4145798c93b
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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