Butanedione → HCID 178432401, compound

HRID 1255893Notes

Reaction equation

HRID 1255893 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH2:8])[C:3]=1[NH2:9].CC(=O)C(=[O:14])C.[C:16]1(C)C=C[CH:19]=[CH:18][CH:17]=1>CO>[CH3:16][C:17]1[N:9]=[C:3]2[C:4](=[N:8][C:18]=1[CH3:19])[N:5]=[CH:6][N:7]=[C:2]2[OH:14]

Participants

5

Reactant 3

HCID 650ButanedioneHCID 1140TolueneHCID 780104,5-Pyrimidinediamine, 6-chloro-

Product 1

HCID 178432401HCID 178432401, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 6-chloropyrimidine-4,5-diamine (1.4 g, 10 mmol) and 2,3-butanedione (2.0 g, 23 mmol) in toluene (35 mL) and methanol (10 mL) was stirred at reflux for 1 h. Upon cooling, the product precipitated and was collected by suction filtration and rinsed with a MeOH/Et2O mixture (ca. 1:2), then air dried to afford 6,7-dimethylpteridin-4-ol (1.4 g, 72%) as a gold powder.

Workup

  1. temperatureat reflux for 1 h
  2. temperatureUpon cooling
  3. customthe product precipitated
  4. filtrationwas collected by suction filtration
  5. washrinsed with a MeOH/Et2O mixture (ca. 1:2)
  6. customair dried

Sources & evidence

ORD record
ord-65a9b21884de46ffb307cea9e9800416
Source dataset
uspto-grants-2013_06
Patent number
US08461164B2

Reaction notes

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