Hydrochloric Acid → HCID 83854098, compound

HRID 2401209Notes

Reaction equation

HRID 2401209 reaction equation
[Cl:1][C:2]1[C:7]([CH3:8])=[C:6]([C:9]([O:11]CC)=[CH2:10])[N:5]=[CH:4][N:3]=1.Cl>CC(C)=O>[Cl:1][C:2]1[N:3]=[CH:4][N:5]=[C:6]([C:9](=[O:11])[CH3:10])[C:7]=1[CH3:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86762585HCID 86762585, compound2×

Product 1

HCID 83854098HCID 83854098, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4-Chloro-6-[1-(ethyloxy)ethenyl]-5-methylpyrimidine (Intermediate 42, 1.49 g, 7.50 mmol) was dissolved in acetone (75 ml), treated with 2M aqueous hydrochloric acid solution (11.25 ml, 22.50 mmol) and the resulting mixture was stirred at room temperature for 18 hours. The solvent was removed under reduced pressure. The residue was neutralised with aqueous saturated sodium bicarbonate solution and extracted with ethyl acetate (×2). The ethyl acetate layers were combined, dried under magnesium sulfate and evaporated under reduced pressure to give the title compound as a yellow oil (947 mg);

Workup

  1. customThe solvent was removed under reduced pressure
  2. extractionextracted with ethyl acetate (×2)
  3. customdried under magnesium sulfate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-c1d7037ba33b46dcb3743c15ea6d29b4
Source dataset
uspto-grants-2014_08
Patent number
US08796283B2

Reaction notes

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