Methyl iodide → HCID 22914791, compound

HRID 1377577Notes

Reaction equation

HRID 1377577 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:15](=[C:16]3[CH2:21][CH2:20][N:19]([C:22](=[O:24])[CH3:23])[CH2:18][CH2:17]3)[C:10]3=[N:11][CH:12]=[CH:13][CH:14]=[C:9]3[CH2:8][CH2:7][C:6]=2[CH:25]=1.[CH3:26][I:27]>C1(C)C=CC=CC=1>[I-:27].[CH3:26][N+:11]1[CH:12]=[CH:13][CH:14]=[C:9]2[CH2:8][CH2:7][C:6]3[CH:25]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=3[C:15](=[C:16]3[CH2:17][CH2:18][N:19]([C:22](=[O:24])[CH3:23])[CH2:20][CH2:21]3)[C:10]=12

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 60680Sch 37370

Product 1

HCID 22914791HCID 22914791, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 500 mg (1.42 mmole) of 8-chloro-11-(1-acetyl-4-piperidylidene)-6,11-dihydro-5 H-benzo[5,6]cyclohepta[1,2-b]pyridine and 175 μl (2.81 mmole) of methyl iodide in 30 mL of toluene was heated at 100° C. for about 19 hours. The reaction mixture was cooled to room temperature and the solvent decanted off. The remaining residue was recrystallized twice from CH2Cl2 isopropyl etherexanes to give 432 mg of the title compound as tan crystals. (m.p. 245°-247° C.).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe solvent decanted off
  3. customThe remaining residue was recrystallized twice from CH2Cl2 isopropyl etherexanes

Sources & evidence

ORD record
ord-ea088c826d284e61ae42c710d0dffd8c
Source dataset
uspto-grants-1997_09
Patent number
US05665726

Reaction notes

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