Methanol → HCID 68276473, compound

HRID 334401Notes

Reaction equation

HRID 334401 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:18]=[C:19]([F:21])[CH:20]=1)[CH2:5][S:6][C:7]1[N:12]=[C:11]([C:13]#[N:14])[C:10]([N+:15]([O-])=O)=[CH:9][CH:8]=1.[H][H].C[OH:25]>O=[Pt]=O>[NH2:15][C:10]1[C:11]([C:13]([NH2:14])=[O:25])=[N:12][C:7]([S:6][CH2:5][C:4]2[CH:3]=[C:2]([F:1])[CH:20]=[C:19]([F:21])[CH:18]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 68276410HCID 68276410, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68276473HCID 68276473, compound

Reagents, catalysts & solvents 1

HCID 345198Adams' catalystCatalyst

Procedure

A mixture of 6-(3,5-difluorobenzylthio)-3-nitropicolinonitrile (0.05 g, 0.163 mmol) and PtO2 (0.739 mg, 3.25 μmol) in 10 ml of MeOH is placed under stirring at atmospheric pressure of hydrogen for 2 hours. The catalyst is filtered, the solution is concentrated and the residue thus obtained is purified by silica gel chromatography (AcOEt/heptane) to yield, after concentration, 0.04 g (83%) of white crystals.

Workup

  1. filtrationThe catalyst is filtered
  2. concentrationthe solution is concentrated
  3. customthe residue thus obtained
  4. customis purified by silica gel chromatography (AcOEt/heptane)
  5. customto yield
  6. concentrationafter concentration, 0.04 g (83%) of white crystals

Sources & evidence

ORD record
ord-23d8d30ec0e54975a56550a0f006b15f
Source dataset
uspto-grants-2014_11
Patent number
US08883821B2

Reaction notes

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