2,4-Dimethoxy-5-o-tolyl-pyrimidine → 5-(o-tolyl)Pyrimidine-2,4-diol

HRID 12684Notes

Reaction equation

HRID 12684 reaction equation
C[O:2][C:3]1[N:8]=[C:7]([O:9]C)[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])=[CH:5][N:4]=1>CO>[C:12]1([CH3:17])[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:6]1[C:7](=[O:9])[NH:8][C:3](=[O:2])[NH:4][CH:5]=1

Participants

3

Reactant 1

HCID 398263862,4-Dimethoxy-5-o-tolyl-pyrimidine

Product 1

HCID 221689845-(o-tolyl)Pyrimidine-2,4-diolYield 90.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2,4-dimethoxy-5-o-tolyl-pyrimidine (Prep52, 400 mg, 1.7 mmol) in MeOH (10 mL) 2N HClaq (3 mL) was added. After refluxing for 48 hours, the solvents were evaporated. The crude was triturated with ethyl acetate to give 310 mg of the desired product (90% yield) that was used in the next step without further purification.

Workup

  1. temperatureAfter refluxing for 48 hours
  2. customthe solvents were evaporated
  3. customThe crude was triturated with ethyl acetate

Sources & evidence

ORD record
ord-40d5786a29a64265a37526cce3d7fda7
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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