N-(2,3-Dihydro-1H-inden-2-yl)-5-nitro-2-pyridinamine → HCID 59293384, compound

HRID 1914600Notes

Reaction equation

HRID 1914600 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[NH:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][N:12]=1>[Ni].CN(C=O)C>[CH2:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:1][CH:2]1[NH:10][C:11]1[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][N:12]=1

Participants

4

Reactant 1

HCID 59293383N-(2,3-Dihydro-1H-inden-2-yl)-5-nitro-2-pyridinamine

Product 1

HCID 59293384HCID 59293384, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 6228DimethylformamideSolvent

Procedure

A mixture of N-(2,3-dihydro-1H-inden-2-yl)-5-nitropyridin-2-amine (5.5 g) and Raney Nickel (50 mg) was stirred in DMF (30 ml) under hydrogen overnight. The reaction mixture was filtered through celite and the solvent removed in vacuo, giving as a residue crude N2-(2,3-dihydro-1H-inden-2-yl)pyridine-2,5-diamine, which was on-reacted without further characterization other than ascertaining that the compound was one spot by tlc with the expected molecular weight (M+1) of 226.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-6b956b853aef4f82b89e6895a1bc8482
Source dataset
uspto-grants-2013_12
Patent number
US08614212B2

Reaction notes

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