Sodium Cyanide → HCID 20458974, compound

HRID 544460Notes

Reaction equation

HRID 544460 reaction equation
[CH2:1]([O:8][C:9]1[C:10]2[N:11]([CH:15]=[C:16]([CH2:18]Cl)[N:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C-:20]#[N:21].[Na+]>CN(C)C=O>[CH2:1]([O:8][C:9]1[C:10]2[N:11]([CH:15]=[C:16]([CH2:18][C:20]#[N:21])[N:17]=2)[CH:12]=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 204590038-(Benzyloxy)-2-(chloromethyl)imidazo[1,2-a]pyridine

Product 1

HCID 20458974HCID 20458974, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1.79 g 8-benzyloxy-2-chloromethylimidazo[1,2-a]pyridine, 0.90 g sodium cyanide, and 15 ml dimethylformamide was heated on a steam bath for 1.5 hr. The mixture was cooled and evaporated in vacuo, the residue was taken up in chloroform (50 ml) and filtered through a pad of silica gel, the filtrate was evaporated in vacuo, and the residue recrystallized from acetonitrile to give the title compound (m.p. 148°-150°C.).

Workup

  1. temperaturewas heated on a steam bath for 1.5 hr
  2. temperatureThe mixture was cooled
  3. customevaporated in vacuo
  4. filtrationfiltered through a pad of silica gel
  5. customthe filtrate was evaporated in vacuo
  6. customthe residue recrystallized from acetonitrile

Sources & evidence

ORD record
ord-fce568caf09d46fa9b8e9d55c8de1397
Source dataset
uspto-grants-1984_05
Patent number
US04450164

Reaction notes

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