Iodoethane → HCID 12281144, compound

HRID 1288008Notes

Reaction equation

HRID 1288008 reaction equation
[C:1]([C:9]1[C:10]([OH:24])=[C:11]2[CH:17]=[N:16][N:15]([CH2:18][C:19]3[O:20][CH:21]=[CH:22][CH:23]=3)[C:12]2=[N:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:31](I)[CH3:32]>CN(C)C=O>[C:1]([C:9]1[C:10]([O:24][CH2:31][CH3:32])=[C:11]2[CH:17]=[N:16][N:15]([CH2:18][C:19]3[O:20][CH:21]=[CH:22][CH:23]=3)[C:12]2=[N:13][CH:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 178519488HCID 178519488, compound

Product 1

HCID 12281144HCID 12281144, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.3 g. of 5-benzoyl-4-hydroxy-1-(2-furanyl)methyl-1H-pyrazolo[3,4-b]pyridine (0.01 mol.) are dissolved in 20 ml. of dimethylformamide. 2.8 g. of potassium carbonate and 3.1 g. of ethyl iodide are added and the mixture is warmed for 12 hours at 60°. Excess potassium carbonate is filtered off and water is added. 5-Benzoyl-4-ethoxy-1-(2-furanyl)-methyl-1H-pyrazolo[3,4-b]pyridine precipitates and is recrystallized from ethyl acetate, yield 3 g. (86%), m.p. 70°.

Workup

  1. temperaturethe mixture is warmed for 12 hours at 60°
  2. filtrationExcess potassium carbonate is filtered off
  3. additionwater is added
  4. custom5-Benzoyl-4-ethoxy-1-(2-furanyl)-methyl-1H-pyrazolo[3,4-b]pyridine precipitates
  5. customis recrystallized from ethyl acetate, yield 3 g

Sources & evidence

ORD record
ord-c8c50c5ac9f5419aae38c929b0a9c59b
Source dataset
uspto-grants-1976_10
Patent number
US03987051

Reaction notes

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