3-nitro-N-phenylpyridin-2-amine → 2-N-phenylpyridine-2,3-diamine

HRID 1270372Notes

Reaction equation

HRID 1270372 reaction equation
[N+:1]([C:4]1[C:5]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[C:5]([NH:10][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[N:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 6117993-nitro-N-phenylpyridin-2-amine

Product 1

HCID 106790912-N-phenylpyridine-2,3-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 3-nitro-N-phenylpyridin-2-amine from Step A (650 mg, 3.02 mmol) and 10% Pd/C (100 mg) in EtOH (10 mL) was stirred under an atmosphere of hydrogen (ca. 1 atm) for 1 h, then filtered through a celite pad and concentrated in vacuo. The crude product was used without further purification in the next step. MS: m/z=186 (M+1).

Workup

  1. filtrationfiltered through a celite pad
  2. concentrationconcentrated in vacuo
  3. customThe crude product was used without further purification in the next step

Sources & evidence

ORD record
ord-4ff0c2bc693e4c0a898432da5b4e5f84
Source dataset
uspto-grants-2007_04
Patent number
US07202251B2

Reaction notes

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