p-Toluenesulfonic acid → HCID 23209905, compound

HRID 2395051Notes

Reaction equation

HRID 2395051 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]([C:9]([O:11][CH2:12]C)=[O:10])=[CH:5][N:4]=[C:3]1[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH3:1][N:2]1[C:7](=[O:8])[C:6]([C:9]([O:11][CH3:12])=[O:10])=[CH:5][N:4]=[C:3]1[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acid2×HCID 23209848HCID 23209848, compound

Product 1

HCID 23209905HCID 23209905, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of ethyl N1-methyl-2-[2-(2-benzyloxyphenyl)-ethyl]pyrimidin-6(1 H)-one-5-carboxylate (0.5 g) and para-toluene sulphonic acid (30 mg) in methanol was heated under reflux for 18 hours, 150 mg of para-toluene sulphonic acid was added and the mixture heated under reflux for a further 24 hours. The solvent was evaporated to give methyl N1-methyl-2-[2-(2-benzyloxyphenyl)ethyl]-pyrimidin-6(1 H)-one-5-carboxylate (410 mg).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. temperaturethe mixture heated
  4. temperatureunder reflux for a further 24 hours
  5. customThe solvent was evaporated

Sources & evidence

ORD record
ord-f0b1e89994024bf8b1eace6ccf1f068d
Source dataset
uspto-grants-1998_09
Patent number
US05811459

Reaction notes

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