Phosphorus oxychloride → HCID 22490054, compound

HRID 2179992Notes

Reaction equation

HRID 2179992 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[C:12]([CH3:19])=[N+:13]([O-])[CH:14]=[C:15]([CH3:17])[N:16]=1.O=P(Cl)(Cl)[Cl:22]>CN(C=O)C>[Cl:22][C:14]1[C:15]([CH3:17])=[N:16][C:11]([C:4]2[CH:5]=[CH:6][C:7]([O:9][CH3:10])=[CH:8][C:3]=2[O:2][CH3:1])=[C:12]([CH3:19])[N:13]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 22490063HCID 22490063, compound

Product 1

HCID 22490054HCID 22490054, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product from step 2 (444 mg) is dissolved in POCl3 (1 mL) and DMF (N,N-dimethylformamide, 15 mL), and the resulting solution is stirred at 60° C. for 5 hours. The reaction mixture is cooled, and the volatiles removed under reduced pressure. Flash chromatography (30% ethyl acetate in hexanes) affords 2-chloro-5-(2,4-dimethoxy-phenyl)-3,6-dimethyl-pyrazine as a clear oil. MS: 279.

Workup

  1. temperatureThe reaction mixture is cooled
  2. customthe volatiles removed under reduced pressure

Sources & evidence

ORD record
ord-de6c8562343e48a597797ef52b1f626e
Source dataset
uspto-grants-2005_05
Patent number
US06887875B2

Reaction notes

Loading…