5-(2-Chloro-5-fluoro-pyridin-3-yl)-2,4-dimethoxy-pyrimidine → 5-(2-Chloro-5-fluoro-pyridin-3-yl)-1H-pyrimidine-2,4-dione hydrochloride

HRID 12700Notes

Reaction equation

HRID 12700 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[C:9]([O:16]C)=[N:10][C:11]([O:14]C)=[N:12][CH:13]=2)=[CH:6][C:5]([F:18])=[CH:4][N:3]=1>CO>[ClH:1].[Cl:1][C:2]1[C:7]([C:8]2[C:9](=[O:16])[NH:10][C:11](=[O:14])[NH:12][CH:13]=2)=[CH:6][C:5]([F:18])=[CH:4][N:3]=1

Participants

3

Reactant 1

HCID 589942395-(2-Chloro-5-fluoro-pyridin-3-yl)-2,4-dimethoxy-pyrimidine

Product 1

HCID 866159455-(2-Chloro-5-fluoro-pyridin-3-yl)-1H-pyrimidine-2,4-dione hydrochlorideYield 201.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 5-(2-chloro-5-fluoro-pyridin-3-yl)-2,4-dimethoxy-pyrimidine (Prep 70, 240 mg, 0.89 mmol) in MeOH (20 ml) 10% HClaq (15 ml) was added. After refluxing the mixture for 8 hours, the solvents were evaporated and the crude was triturated with ethyl acetate to give 249 mg of the title compound (97% yield)

Workup

  1. temperatureAfter refluxing the mixture for 8 hours
  2. customthe solvents were evaporated
  3. customthe crude was triturated with ethyl acetate

Sources & evidence

ORD record
ord-c791a7054bd249c7b55314689d1cafc9
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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