3-Aminopyridine → beta-Oxo-alpha-(3-pyridylcarbamoyl)-beta-(1-methyl-2-pyrrolyl)propionitrile

HRID 1903101Notes

Reaction equation

HRID 1903101 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7](=[O:16])[CH:8]([C:11]([O:13]CC)=O)[C:9]#[N:10].[NH2:17][C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1>C1(C)C(C)=CC=CC=1>[O:16]=[C:7]([C:3]1[N:2]([CH3:1])[CH:6]=[CH:5][CH:4]=1)[CH:8]([C:11](=[O:13])[NH:17][C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[C:9]#[N:10]

Participants

4

Reactant 2

HCID 100093-AminopyridineHCID 202854131-Methyl-beta-oxo-alpha-ethoxycarbonyl-2-pyrrolepropionitrile

Product 1

HCID 86739305beta-Oxo-alpha-(3-pyridylcarbamoyl)-beta-(1-methyl-2-pyrrolyl)propionitrile

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

The mixture of 1.1 g of 1-methyl-β-oxo-α-ethoxycarbonyl-2-pyrrolepropionitrile (U.S. Pat. No. 4,256,759), 1.2 g of 3-aminopyridine and 60 ml of xylene, is refluxed for 41/2 hours. After standing and cooling to room temperature overnight, the solution is filtered, evaporated and the residue is purified to yield β-oxo-α-(3-pyridylcarbamoyl)-β-(1-methyl-2-pyrrolyl)propionitrile.

Workup

  1. filtrationthe solution is filtered
  2. customevaporated
  3. customthe residue is purified

Sources & evidence

ORD record
ord-79acfad9dbfa433dbc1a80ea52ec74db
Source dataset
uspto-grants-1984_03
Patent number
US04435407

Reaction notes

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