Iodoethane → HCID 21505667, compound

HRID 1287626Notes

Reaction equation

HRID 1287626 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]1[C:11]2=[N:12][CH:13]=[C:14]([C:17]([C:19]3[S:20][CH:21]=[CH:22][CH:23]=3)=[O:18])[C:15]([OH:16])=[C:10]2[CH:9]=[N:8]1.C(=O)([O-])[O-].[K+].[K+].[CH2:30](I)[CH3:31]>CN(C)C=O>[CH2:30]([O:16][C:15]1[C:14]([C:17]([C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)=[O:18])=[CH:13][N:12]=[C:11]2[N:7]([CH2:6][C:2]3[O:1][CH:5]=[CH:4][CH:3]=3)[N:8]=[CH:9][C:10]=12)[CH3:31]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 178519728HCID 178519728, compound

Product 1

HCID 21505667HCID 21505667, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.3 g. of [1-(2-furanylmethyl)-4-hydroxy-1H-pyrazolo[ 3,4-b]pyridine-5-yl]-2-thienylmethanone (0.01 mol.), 1.5 g. of potassium carbonate (0.011 mol.) and 3.1 g. of ethyl iodide (0.02 mol.) are stirred together in 20 ml. of dimethylformamide at 70° for 12 hours. After this time, the inorganic precipitate is filtered off and the filtrate treated with about 10 ml. of water. The product, [4-Ethoxy-1-(2-furanylmethyl)-1H-pyrazolo[ 3,4-b]pyridin-5-yl]-2-thienylmethanone, crystallizes on standing, yield 3 g. (86%); m.p. 85°-87° (methanol).

Workup

  1. filtrationAfter this time, the inorganic precipitate is filtered off
  2. additionthe filtrate treated with about 10 ml
  3. customThe product, [4-Ethoxy-1-(2-furanylmethyl)-1H-pyrazolo[ 3,4-b]pyridin-5-yl]-2-thienylmethanone, crystallizes

Sources & evidence

ORD record
ord-53824c3b264d4f2d8ae83c8cc2f465c6
Source dataset
uspto-grants-1976_10
Patent number
US03985757

Reaction notes

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