Hydrochloric Acid → HCID 67095239, compound

HRID 2112077Notes

Reaction equation

HRID 2112077 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6](=[O:13])[NH:7][NH:8]2)([O-:3])=[O:2].[CH3:14]I.Cl>CN(C)C(=O)C>[CH3:14][N:8]1[C:9]2[C:5](=[C:4]([N+:1]([O-:3])=[O:2])[CH:12]=[CH:11][CH:10]=2)[C:6](=[O:13])[NH:7]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 247281924-Nitro-1,2-dihydro-3H-indazol-3-one

Product 1

HCID 67095239HCID 67095239, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

306 mg (1.7 mmol) 4-nitro-1,2-dihydro-indazol-3-one are dissolved in 1 ml N,N-dimethyl-acetamide, combined with 150 μl (2.4 mmol) methyl iodide and 500 μl (2.32 mmol) of N-ethyldiisopropylamide and stirred for 2 h at ambient temperature. Then the reaction mixture is combined with 40 ml of a 1 N aqueous hydrochloric acid and extracted twice with 50 ml dichloromethane. Then the organic phase is dried with MgSO4, the solvent is eliminated in vacuo and the crude product is purified by chromatography. The carrier used is C18-RP-silica gel and a gradient is run through which consists of 95% water and 5% acetonitrile at the starting point and 5% water and 95% acetonitrile at the finishing point.

Workup

  1. extractionextracted twice with 50 ml dichloromethane
  2. dry with materialThen the organic phase is dried with MgSO4
  3. customthe crude product is purified by chromatography

Sources & evidence

ORD record
ord-08a147b6f56d478990c0f87e92ca21e1
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

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