Sodium Cyanide → 2-Amino-3-(5-methoxy-3-indolyl)-propionitrile

HRID 2165900Notes

Reaction equation

HRID 2165900 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][C:13]#[N:14].[C-:15]#[N:16].[Na+]>CN(C)C=O>[NH2:14][CH:13]([CH2:12][C:6]1[C:5]2[C:9](=[CH:10][CH:11]=[C:3]([O:2][CH3:1])[CH:4]=2)[NH:8][CH:7]=1)[C:15]#[N:16]

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 35647832-(5-methoxy-1H-indol-3-yl)acetonitrile

Product 1

HCID 199011802-Amino-3-(5-methoxy-3-indolyl)-propionitrileYield 43%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using the same method starting from 5.4 millimoles (1 g) of (5-methoxy-3-indolyl)-acetonitrile and replacing of cyanising agent by 20 ml of a normal solution of sodium cyanide in dimethylformamide, there are obtained, after purification by an acid-base extraction, 0.50 g of 2-amino-3-(5-methoxy-3-indolyl)-propionitrile with a yield of 43%.

Workup

  1. customare obtained
  2. customafter purification
  3. extractionby an acid-base extraction, 0.50 g of 2-amino-3-(5-methoxy-3-indolyl)-propionitrile with a yield of 43%

Sources & evidence

ORD record
ord-3cd9ff2b357c4ef9b1b83b9fe51cc901
Source dataset
uspto-grants-1990_07
Patent number
US04942221

Reaction notes

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