Dimethylformamide → HCID 117643949, compound

HRID 2171221Notes

Reaction equation

HRID 2171221 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[NH:5][N:4]=1.I[CH2:16][CH3:17].CN(C=O)C.[H-].[Na+]>O>[CH2:16]([N:5]1[C:6]2[C:11](=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=2)[C:3]([O:2][CH3:1])=[N:4]1)[CH3:17]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6340IodoethaneHCID 24758Sodium hydrideHCID 72207560HCID 72207560, compound

Product 1

HCID 117643949HCID 117643949, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-methoxy-5-nitro-1H-indazole (100 mg) and iodoethane (0.1 ml) were added to a DMF (1 ml) suspension containing sodium hydride (60% in oil) (23 mg), followed by stirring at room temperature for 0.5 hours. Water was added to the reaction solution. A solid precipitate was collected by filtration and purified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 1:1). 1-Ethyl-3-methoxy-5-nitro-1H-indazole (80 mg) was thus obtained.

Workup

  1. filtrationA solid precipitate was collected by filtration
  2. custompurified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 1:1)

Sources & evidence

ORD record
ord-f13e7c3f1a824386aa0cffed7547eaaf
Source dataset
uspto-grants-2015_06
Patent number
US09051310B2

Reaction notes

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