Methyl iodide → HCID 10555236, compound

HRID 1277141Notes

Reaction equation

HRID 1277141 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([C:17]3[CH2:18][O:19][C:20]4[CH:26]=[CH:25][C:24]([C:27]5[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=5)=[CH:23][C:21]=4[CH:22]=3)=[O:16])=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C[I:35].[C:36](OCC)(=O)C>CN(C=O)C>[I-:35].[CH3:33][C:30]1[CH:29]=[CH:28][C:27]([C:24]2[CH:25]=[CH:26][C:20]3[O:19][CH2:18][C:17]([C:15]([NH:14][C:11]4[CH:12]=[CH:13][C:8]([CH2:7][N+:1]5([CH3:36])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]5)=[CH:9][CH:10]=4)=[O:16])=[CH:22][C:21]=3[CH:23]=2)=[CH:32][CH:31]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 10646694HCID 10646694, compound

Product 1

HCID 10555236HCID 10555236, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of N-[4-(1-piperidinylmethyl)phenyl]-6-(4-methylphenyl)-2H-1-benzopyran-3-carboxamide (200 mg) in DMF (3 ml) was added methyl iodide (0.1 ml) at room temperature, and the mixture was stirred for 20 hours. To the mixture was added ethyl acetate. Precipitated crystal was collected by filtration and recrystallized from chloroform-ethanol to give 1-[4-[N-[6-(4-methylphenyl)-2H-1-benzopyran-3-carbonyl]-amino]benzyl]-1-methylpiperidinium iodide (Compound 198) (188 mg) as yellow crystals.

Workup

  1. customPrecipitated crystal
  2. filtrationwas collected by filtration
  3. customrecrystallized from chloroform-ethanol

Sources & evidence

ORD record
ord-0f1987a52bd2468aac9e75ea80db8803
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

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