Neopentylamine → N-cyano N'-(2,2-dimethylpropyl)-2-pyridinecarboximidamide

HRID 327088Notes

Reaction equation

HRID 327088 reaction equation
[C:1]([N:3]=[C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)OC)#[N:2].[CH3:13][C:14]([CH3:18])([CH3:17])[CH2:15][NH2:16]>CO>[C:1]([NH:3][C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)=[N:16][CH2:15][C:14]([CH3:18])([CH3:17])[CH3:13])#[N:2]

Participants

4

Reactant 2

HCID 79882NeopentylamineHCID 100121892-Pyridinecarboximidic acid, N-cyano-, methyl ester

Product 1

HCID 19734543N-cyano N'-(2,2-dimethylpropyl)-2-pyridinecarboximidamideYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl N-cyano-2-pyridinecarboximidate (0.50 g, 3.1 mmol) was dissolved in methanol (10 ml), 2,2-dimethylpropylamine (0.30 g, 3.4 mmol) was added, and the resulting mixture was stirred at room temperature for 30 minutes. After the reaction was completed, the reaction solution was concentrated under reduced pressure, and the residue thus obtained was crystallized from dichloromethane-diethyl ether to give the title compound (0.63 g, 2.9 mmol, yield: 94%) as colorless needles.

Workup

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. customthe residue thus obtained
  3. customwas crystallized from dichloromethane-diethyl ether

Sources & evidence

ORD record
ord-54fcd94988754977916ff5c504f1ffa1
Source dataset
uspto-grants-1993_12
Patent number
US05272164

Reaction notes

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