Methanol → 4-Methoxy-7h-pyrrolo[2,3-d]pyrimidine

HRID 1403254Notes

Reaction equation

HRID 1403254 reaction equation
Cl[C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[OH-:11].[K+].O.[CH3:14]O>>[CH3:14][O:11][C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

5

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14797Potassium HydroxideHCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-

Product 1

HCID 2487924-Methoxy-7h-pyrrolo[2,3-d]pyrimidine

Conditions

Temperature
60 °C

Procedure

To 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1, 3.5 g, 23.0 mmol) in 70 mL of methanol, potassium hydroxide (2.3 g, 41.0 mmol) was added and the reaction stirred at 60° C. overnight, then poured into water and extracted with ethyl acetate. The organic layer was separated and dried over sodium sulfate, filtered and the filtrate concentrated under vacuum to provide the desired compound (3, 3.20 g).

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated under vacuum

Sources & evidence

ORD record
ord-97cb98cf56f24e0ca4fb2b3d4ee6805f
Source dataset
uspto-grants-2014_12
Patent number
US08912204B2

Reaction notes

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