HCID 23025756, compound → HCID 23025814, compound

HRID 1437466Notes

Reaction equation

HRID 1437466 reaction equation
[N+:1]([C:4]1[C:5]([NH2:17])=[N:6][C:7]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:8][CH:9]=1)([O-])=O>[C].[Pd].CO>[O:10]([C:7]1[N:6]=[C:5]([NH2:17])[C:4]([NH2:1])=[CH:9][CH:8]=1)[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 23025756HCID 23025756, compound

Product 1

HCID 23025814HCID 23025814, compoundYield 68.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Under a hydrogen stream, a suspension of 3-nitro-6-phenoxy-2-pyridine amine (Compound of Reference Example 114) (0.1 g), palladium-carbon (10 mg) and methanol (2 ml) were stirred at room temperature for 10 hours. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel chromatography and the fraction eluted with ethyl acetate-hexane (1:1, v/v) was concentrated under reduced pressure to obtain 6-phenoxy-2,3-pyridine diamine (0.06 g, 59%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washthe fraction eluted with ethyl acetate-hexane (1:1
  4. concentrationv/v) was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b7f2a03a34fb4936baad4b3d34c94eac
Source dataset
uspto-grants-2009_11
Patent number
US07622479B2

Reaction notes

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