Methanol → HCID 13369449, compound

HRID 1153944Notes

Reaction equation

HRID 1153944 reaction equation
[CH3:1][OH:2].C[O-].[Na+].Cl[C:7]1[C:8]2[CH:16]=[C:15]([CH3:17])[O:14][C:9]=2[N:10]=[C:11]([NH2:13])[N:12]=1>FC(F)(F)C(O)=O>[CH3:1][O:2][C:7]1[C:8]2[CH:16]=[C:15]([CH3:17])[O:14][C:9]=2[N:10]=[C:11]([NH2:13])[N:12]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 13369448HCID 13369448, compound

Product 1

HCID 13369449HCID 13369449, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

To 100 ml of anhydrous methanol was added 0.9 g sodium methoxide plus 1.7 g of 4-chloro-6-methylfuro[2,3-d]pyrimidin-2-amine and the mixture was heated to boiling for 24 hours. The methanol was then removed under reduced pressure and the product was triturated with water and filtered to afford a yield of 1.5 g, m.p. 173°-175°. An NMR (60 MHz) spectrum in trifluoroacetic acid solution exhibited absorptions at 2.5, 4.4 and 6.5 ppm in a 3:3:1 ratio indicating the title compound.

Workup

  1. temperaturethe mixture was heated
  2. customThe methanol was then removed under reduced pressure
  3. customthe product was triturated with water
  4. filtrationfiltered
  5. customto afford a yield of 1.5 g, m.p. 173°-175°

Sources & evidence

ORD record
ord-78bcbd4a93014eff82feb772e0c84530
Source dataset
uspto-grants-1984_12
Patent number
US04487626

Reaction notes

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