Methyl iodide → HCID 21193996, compound

HRID 1067469Notes

Reaction equation

HRID 1067469 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([C:9]2([C:12]3[CH:24]=[CH:23][C:15]([NH:16][C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])=[C:14]([N+:25]([O-:27])=[O:26])[CH:13]=3)[CH2:11][CH2:10]2)=[O:8])[CH:2]=1.[C:28](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([C:9]2([C:12]3[CH:24]=[CH:23][C:15]([N:16]([C:17](=[O:22])[C:18]([F:20])([F:21])[F:19])[CH3:28])=[C:14]([N+:25]([O-:27])=[O:26])[CH:13]=3)[CH2:11][CH2:10]2)=[O:8])[CH:2]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 88139857HCID 88139857, compound

Product 1

HCID 21193996HCID 21193996, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.15 g (3.0 mmol) of 4-[1-[(pyridin-3-yl)-carbonyl]cyclopropyl]-2-nitro-trifluoroacetylaniline are dissolved in 50 ml acetone and after the addition of 2.0 g potassium carbonate and 0.8 ml methyl iodide refluxed for two hours. The insoluble matter is filtered off and the solution is evaporated down. The residue is chromatographed on silica gel, eluting with petroleum ether/ethyl acetate (1:1 and 1:4).

Workup

  1. temperaturerefluxed for two hours
  2. filtrationThe insoluble matter is filtered off
  3. customthe solution is evaporated down
  4. customThe residue is chromatographed on silica gel
  5. washeluting with petroleum ether/ethyl acetate (1:1 and 1:4)

Sources & evidence

ORD record
ord-49e11069a01e4f15a1fac5007a6a7b74
Source dataset
uspto-grants-2001_06
Patent number
US06248770B1

Reaction notes

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