Iodoethane → HCID 12281144, compound

HRID 1576823Notes

Reaction equation

HRID 1576823 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-furyl)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-furyl)methyl-1H-pyrazolo[3,4-b]pyridine precipitates and is recrystallized from hexane, 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-furyl)methyl-1H-pyrazolo[3,4-b]pyridine precipitates
  5. customis recrystallized from hexane, yield 3 g

Sources & evidence

ORD record
ord-8a2b9783556440039b3b97675cbb4610
Source dataset
uspto-grants-1976_09
Patent number
US03983128

Reaction notes

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