Sodium Acetate → HCID 118271831, compound

HRID 590819Notes

Reaction equation

HRID 590819 reaction equation
Br[CH2:2][C:3]1[N:10]=[C:9]([Cl:11])[CH:8]=[C:7]([Cl:12])[C:4]=1[C:5]#[N:6].[C:13]([O-:16])(=[O:15])[CH3:14].[Na+]>CN(C=O)C>[C:13]([O:16][CH2:2][C:3]1[C:4]([C:5]#[N:6])=[C:7]([Cl:12])[CH:8]=[C:9]([Cl:11])[N:10]=1)(=[O:15])[CH3:14]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 118272051HCID 118272051, compound

Product 1

HCID 118271831HCID 118271831, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-(bromomethyl)-4,6-dichloronicotinonitrile (354.8 mg, 1.334 mmol) in DMF (7 ml) was charged with sodium acetate (198 mg, 2.414 mmol) and stirred at RT for 2 hr. The reaction was quenched with water, extracted twice with Et2O. The organics was washed with brine, dried over MgSO4, filtered and concentrated in vacuo to give (4,6-dichloro-3-cyanopyridin-2-yl)methyl acetate. MS ESI calc'd. For C9H7O2N2O2 [M+I-1]+ 245. found 245.

Workup

  1. customThe reaction was quenched with water
  2. extractionextracted twice with Et2O
  3. washThe organics was washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-62aa13acf1804f26b57b40acf8a02d93
Source dataset
uspto-grants-2016_01
Patent number
US09233979B2

Reaction notes

Loading…