Methyl iodide → HCID 10793079, compound

HRID 1277045Notes

Reaction equation

HRID 1277045 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([C:17]3[CH2:26][CH2:25][C:24]4[C:19](=[CH:20][C:21]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)=[CH:22][CH:23]=4)[CH:18]=3)=[O:16])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1.[CH3:33][I:34]>CN(C=O)C>[I-:34].[CH3:33][N+:4]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([C:17]3[CH2:26][CH2:25][C:24]4[C:19](=[CH:20][C:21]([C:27]5[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=5)=[CH:22][CH:23]=4)[CH:18]=3)=[O:16])=[CH:10][CH:9]=2)[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 10788468N-[4-(morpholinomethyl)phenyl]-7-phenyl-3,4-dihydronaphthalene-2-carboxamide

Product 1

HCID 10793079HCID 10793079, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (4 ml) was dissolved N-[4-(morpholinomethyl)phenyl]-7-phenyl-3,4-dihydronaphthalene-2-carboxamide (450 mg), and to the mixture was added methyl iodide (198 μl). The mixture was stirred at room temperature for 18 hours and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give 4-methyl-4-[4-(7-phenyl-3,4-dihydro-naphthalene-2-carboxamido)benzyl]morpholinium iodide (Compound 12) (575 mg) as pale yellow crystals.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-e738e94c155a4451848a6572e2c0377b
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

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