Potassium Cyanide → HCID 68955280, compound

HRID 2387802Notes

Reaction equation

HRID 2387802 reaction equation
[C-:1]#[N:2].[K+].Cl[CH2:5][C:6]1[CH:7]=[C:8]([CH:24]=[CH:25][CH:26]=1)[CH2:9][C:10]1[C:11]([NH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[N:12][C:13]([NH2:17])=[N:14][C:15]=1[CH3:16]>CS(C)=O.CN(C=O)C.C([O-])(O)=O.[Na+]>[NH2:17][C:13]1[N:14]=[C:15]([CH3:16])[C:10]([CH2:9][C:8]2[CH:7]=[C:6]([CH2:5][C:1]#[N:2])[CH:26]=[CH:25][CH:24]=2)=[C:11]([NH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[N:12]=1

Participants

6

Reactant 2

HCID 9032Potassium CyanideHCID 68749670HCID 68749670, compound

Product 1

HCID 68955280HCID 68955280, compoundYield 97.9%

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 6228DimethylformamideSolventHCID 516892Sodium BicarbonateSolvent

Procedure

Potassium cyanide (0.61 g) was added to a stirred solution of the product from step (v) (0.62 g) in DMSO (5 mL) and DMF (5 mL) and the mixture stirred at rt for 1 h. The reaction mixture was diluted with saturated aqueous NaHCO3 (10 mL) and the aqueous phase was extracted with EtOAc. The combined organic phase was washed with water, dried and evaporated under reduced pressure to give the subtitle compound as a yellow oil 0.59 g that was used without further purification.

Workup

  1. extractionthe aqueous phase was extracted with EtOAc
  2. washThe combined organic phase was washed with water
  3. customdried
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-49e5e6286be948239087998a09312cf4
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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