Methanol → HCID 178428397, compound

HRID 80067Notes

Reaction equation

HRID 80067 reaction equation
F[C:2]1[N:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][N:10]([C:13]3[CH:14]=[N:15][CH:16]=[CH:17][C:18]=3[CH3:19])[C:9]2=[O:20])=[CH:4][CH:3]=1.CO.C([O-])(O)=[O:24].[Na+]>Cl.C(Cl)(Cl)Cl>[OH:24][C:2]1[N:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][N:10]([C:13]3[CH:14]=[N:15][CH:16]=[CH:17][C:18]=3[CH3:19])[C:9]2=[O:20])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 887MethanolHCID 516892Sodium BicarbonateHCID 596361611-(6-Fluoro-pyridin-3-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

Product 1

HCID 178428397HCID 178428397, compoundYield 98.96%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6212ChloroformSolvent

Conditions

Temperature
100 °C

Procedure

1-(6-Fluoro-pyridin-3-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (30A: 0.1 g, 0.00036 mmol) in 5% HCl (10 mL) was added into the reaction flask and the flask was heated to reflux at 100° C. overnight. The reaction was monitored by TLC (10% MeOH in chloroform. The reaction mixture was basified with NaHCO3 solution and extracted with chloroform. The organic layer was washed with water, brine solution, dried and concentrated to afford 72 mg of the product (98.96% yield).

Workup

  1. temperaturethe flask was heated
  2. extractionextracted with chloroform
  3. washThe organic layer was washed with water, brine solution
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-3c04ee8b27e84d06bd2940d0debf4c46
Source dataset
uspto-grants-2014_09
Patent number
USRE045173E1

Reaction notes

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