Sodium hydride → HCID 14852405, compound

HRID 2107577Notes

Reaction equation

HRID 2107577 reaction equation
[C:1]([C:3]1[C:12](=[O:13])[N:11]2[C:6]([CH:7]=[CH:8][CH:9]=[CH:10]2)=[C:5]([C:14]([O:16][CH2:17]C)=[O:15])[C:4]=1[NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1)#[N:2].[H-].[Na+]>CO>[C:1]([C:3]1[C:12](=[O:13])[N:11]2[C:6]([CH:7]=[CH:8][CH:9]=[CH:10]2)=[C:5]([C:14]([O:16][CH3:17])=[O:15])[C:4]=1[NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1)#[N:2]

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 14852386HCID 14852386, compound

Product 1

HCID 14852405HCID 14852405, compoundYield 88.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3.00 g of 3-cyano-1-ethoxycarbonyl-2-(2-pyridylmethylamino)-4H-quinolizin-4-one in 1000 ml of abs. methanol was added 40 mg of sodium hydride and the reaction mixture was heated under reflux for 3 hours. After cooling, the precipitated crystals were collected by filtration to give 2.56 g of 3-cyano-1-methoxycarbonyl-2-(2-pyridylmethylamino)-4H-quinolizin-4-one.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 3 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-14698777b23b44548105e68312468848
Source dataset
uspto-grants-1990_06
Patent number
US04935425

Reaction notes

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