Isopropanol → 5-(3-Fluoro-pyridin-4-yl)-1H-pyrimidine-2,4-dione hydrochloride

HRID 12696Notes

Reaction equation

HRID 12696 reaction equation
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[C:9]([O:16]C)=[N:10][C:11]([O:14]C)=[N:12][CH:13]=1.CC(O)C.C(Cl)[Cl:23]>CO>[ClH:23].[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[C:9](=[O:16])[NH:10][C:11](=[O:14])[NH:12][CH:13]=1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 6344DichloromethaneHCID 589941815-(3-Fluoro-pyridin-4-yl)-2,4-dimethoxy-pyrimidine

Product 1

HCID 686942765-(3-Fluoro-pyridin-4-yl)-1H-pyrimidine-2,4-dione hydrochlorideYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 5-(3-Fluoro-pyridin-4-yl)-2,4-dimethoxy-pyrimidine (Prep 66, 725 mg, 3.1 mmol) in MeOH (50 ml) 2N HClaq (20 ml) was added. After refluxing the mixture for 1 hour, the solvents were evaporated and the crude was tritured with hexane then with iPrOH and finally with DCM to give 550 mg of the title compound (85% yield)

Workup

  1. temperatureAfter refluxing the mixture for 1 hour
  2. customthe solvents were evaporated

Sources & evidence

ORD record
ord-f57bbcdae829410bbe9f1eaea270f0fb
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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