Methyl iodide → HCID 22914791, compound

HRID 1534594Notes

Reaction equation

HRID 1534594 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-5H-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 ether/hexanes 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 ether/hexanes

Sources & evidence

ORD record
ord-4359d7ce01c8433f886d0ef1617001d7
Source dataset
uspto-grants-1992_02
Patent number
US05089496

Reaction notes

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