Sodium Cyanide → HCID 23356434, compound

HRID 233452Notes

Reaction equation

HRID 233452 reaction equation
Br[C:2]1[N:6]2[CH:7]=[CH:8][N:9]=[C:10]([CH3:11])[C:5]2=[CH:4][CH:3]=1.[Cu][C:13]#[N:14].[C-]#N.[Na+]>CN1CCCC1=O>[C:13]([C:2]1[N:6]2[CH:7]=[CH:8][N:9]=[C:10]([CH3:11])[C:5]2=[CH:4][CH:3]=1)#[N:14]

Participants

5

Reactant 3

HCID 8929Sodium CyanideHCID 23356418HCID 23356418, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 23356434HCID 23356434, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
150 °C

Procedure

To a solution of 4.3 g of 6-bromo-1-methylpyrrolo[1,2-a]pyrazine dissolved in 50 ml of N-methylpyrrolidone was added 4.5 g of copper(I) cyanide. The resulting solution was stirred at 150° C. for 5 hours, and then cooled to room temperature. To the reaction mixture was added 100 ml of sodium cyanide solution; and the resulting solution was extracted with ethyl acetate(100 ml×3). The organic layer was concentrated to dryness to obtain 2.5 g of title compound.

Workup

  1. temperaturecooled to room temperature
  2. extractionand the resulting solution was extracted with ethyl acetate(100 ml×3)
  3. concentrationThe organic layer was concentrated to dryness

Sources & evidence

ORD record
ord-456aad1b92b94a80bb2b5d31e3685f23
Source dataset
uspto-grants-1997_01
Patent number
US05593984

Reaction notes

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