Chlorosuccinimide → HCID 18779732, compound

HRID 1421705Notes

Reaction equation

HRID 1421705 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5](=[O:15])[N:6]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][N:9]=2)[CH:7]=1.[Cl:16]N1C(=O)CCC1=O>C(#N)C>[CH3:14][C:11]1[CH:12]=[CH:13][C:8]([N:6]2[CH:7]=[C:2]([Cl:1])[CH:3]=[C:4]([Cl:16])[C:5]2=[O:15])=[N:9][CH:10]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 22254317HCID 22254317, compound

Product 1

HCID 18779732HCID 18779732, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 5-Chloro-5'-methyl-[1,2']bipyridinyl-2-one from example 10 Step 1(2.00 g, 4.53 mmol) and N-chlorosuccinimide (1.21 g, 9.06 mmol) in acetonitrile (25 mL) was heated at reflux for 4 hrs. The solvent was evaporated in vacuo and the residue chromatographed (silica gel, EtOAc: CH2Cl2 10:90 to 30:70 gradient elution) to afford the title compound.

Workup

  1. temperatureat reflux for 4 hrs
  2. customThe solvent was evaporated in vacuo
  3. customthe residue chromatographed
  4. wash(silica gel, EtOAc: CH2Cl2 10:90 to 30:70 gradient elution)

Sources & evidence

ORD record
ord-cb923c4602c04049b928a00a1f3f76c6
Source dataset
uspto-grants-2000_06
Patent number
US06077853

Reaction notes

Loading…