Methyl iodide → HCID 18472494, compound

HRID 2228242Notes

Reaction equation

HRID 2228242 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][C:14]([C:17]([NH:19][C:20]4[CH:25]=[CH:24][C:23]([CH2:26][N:27]([CH3:34])[CH:28]5[CH2:33][CH2:32][O:31][CH2:30][CH2:29]5)=[CH:22][CH:21]=4)=[O:18])=[CH:13][C:11]=3[CH:12]=2)=[CH:4][CH:3]=1.[CH3:35][I:36]>CN(C=O)C>[I-:36].[CH3:34][N+:27]([CH:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1)([CH3:35])[CH2:26][C:23]1[CH:24]=[CH:25][C:20]([NH:19][C:17]([C:14]2[CH:15]=[CH:16][C:10]3[O:9][C:8]([C:5]4[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=4)=[CH:12][C:11]=3[CH:13]=2)=[O:18])=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 18472277HCID 18472277, compound

Product 1

HCID 18472494HCID 18472494, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-(4-methylphenyl)-N-[4-(N-methyl-N-(tetrahydropyran-4-yl)aminomethyl)phenyl]-benzofuran-5-carboxamide (120 mg) in DMF (20 ml) was added at room temperature methyl iodide (0.04 ml), and the mixture was stirred for 24 hours. Under reduced pressure, the solvent was evaporated, and to the residue was added ethanol. The resulting crystals were collected by filtration to give yellow crystals of N,N-dimethyl-N-[4-[[2-(4-methylphenyl)benzofuran-5-carbonyl]amino]-benzyl]-4-tetrahydropyranyl ammonium iodide (Compound 281) (142.1 mg).

Workup

  1. customUnder reduced pressure, the solvent was evaporated
  2. additionto the residue was added ethanol
  3. filtrationThe resulting crystals were collected by filtration

Sources & evidence

ORD record
ord-d0e3506f23d344648da5ef7f0a6a7b6b
Source dataset
uspto-grants-2002_07
Patent number
US06413947B1

Reaction notes

Loading…