Methyl iodide → HCID 86751457, compound

HRID 582637Notes

Reaction equation

HRID 582637 reaction equation
C(O[C:6]([N:8]1[C:24]2C=[C:22]3[C:17]([CH:18]=[CH:19][CH:20]=[CH:21]3)=[N:16][C:15]=2[C:14]2[C:9]1=[CH:10][CH:11]=[CH:12][CH:13]=2)=O)CCC.[CH3:25][I:26]>CO>[IH:26].[CH3:6][NH+:8]1[C:24]2[C:15]([N:16]=[C:17]3[C:22]=2[CH:21]=[CH:20][CH:19]=[CH:18]3)=[CH:25][C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=2

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 67597172HCID 67597172, compound

Product 1

HCID 86751457HCID 86751457, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 10-butyloxycarbonylquindoline (100 mg, 0.31 mmol) from Example 10, methyl alcohol (5 mL) and methyl iodide (45 mL, 0.70 mmol) was heated in a bomb at 120° C. for 4 hours. After cooling, the resulting yellow precipitate (93 mg, 82.3%) was filtered, washed with ethanol, then washed with ether and hexane to afford 5-methylquindolinium hydroiodide identical to that obtained above in Example 3.

Workup

  1. temperatureAfter cooling
  2. filtrationthe resulting yellow precipitate (93 mg, 82.3%) was filtered
  3. washwashed with ethanol
  4. washwashed with ether and hexane

Sources & evidence

ORD record
ord-a3025b85bf7d44eeb45c0653c00e1153
Source dataset
uspto-grants-1999_07
Patent number
US05925647

Reaction notes

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