Methyl iodide → HCID 69633251, compound

HRID 1373768Notes

Reaction equation

HRID 1373768 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:6]=1[N:12]1[C:20](=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]1=[O:22])[CH:2]=[CH2:3].IC.[C:25]([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:25])=[CH:7][C:6]=1[N:12]1[C:13](=[O:22])[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:20]1=[O:21])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 69633424HCID 69633424, compound

Product 1

HCID 69633251HCID 69633251, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of Example 84A (0.69 g, 2.34 mmol), iodomethane (0.58 mL, 9.34 mmol) and K2CO3 (1.61 g, 11.68 mmol) in acetone (20 mL) was stirred, and refluxed for 3 hours, cooled. The solution was filtered, dried with silica gel powder (10 g). 30% Ethyl acetate in hexanes (2 L) was used to run flash chromatography. The title compound was obtained (377 mg, 52%). MS (APCI) m/z 310 (M+H)+.

Workup

  1. temperaturerefluxed for 3 hours
  2. temperaturecooled
  3. filtrationThe solution was filtered
  4. customdried with silica gel powder (10 g)

Sources & evidence

ORD record
ord-738795820dec4483948b414a800cd225
Source dataset
uspto-grants-2007_01
Patent number
US07163939B2

Reaction notes

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