Methyl iodide → HCID 136404510, compound

HRID 1710097Notes

Reaction equation

HRID 1710097 reaction equation
[CH3:1][I:2].[CH3:3][N:4]1[CH2:9][CH2:8][CH2:7][CH:6]([C:10]2[O:14][N:13]=[C:12]([C:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[NH:17][C:16]=3[CH3:24])[N:11]=2)[CH2:5]1>CC(C)=O>[I-:2].[CH3:3][N+:4]1([CH3:1])[CH2:9][CH2:8][CH2:7][CH:6]([C:10]2[O:14][N:13]=[C:12]([C:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[NH:17][C:16]=3[CH3:24])[N:11]=2)[CH2:5]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 136156807HCID 136156807, compound

Product 1

HCID 136404510HCID 136404510, compoundYield 67.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Methyl iodide (200 mg) was added to a stirred solution of 1-methyl-3-[3-(methylindol-3-yl)-1,2,4-oxadiazol-5-yl]piperidine (300 mg) in anhydrous acetone (20 ml) at room temperature. After stirring at room temperature for two hours the precipitate was isolated by filtration and dried to afford the title compound (300 mg), mp 250° C.; Found C, 49.09; H, 5.34; N, 12.43, C18H23N4OI requires C, 49.32; H, 5.29; N, 12.78%; δH (360 MHz, DMSO), 1.68-2.18 (4H, m, 2×CH2), 3.21 (3H, s, NMe), 3.24 (3H, s, NMe), 3.40-4.06 (5H, m, 2×CH2, CH), 3.94 (3H, s, NMe), 7.23-7.34 (2H, m, H-5, H-6), 7.58 (1H, d, J=7, H-7), 8.04 (1H, d, J=7, H-4), 8.10 (1H, s, H-2); M/Z 311(100), 185(30), 93(59).

Workup

  1. customwas isolated by filtration
  2. customdried

Sources & evidence

ORD record
ord-e9002be8b8de469bbfe3f4dc6db1649a
Source dataset
uspto-grants-1990_08
Patent number
US04952587

Reaction notes

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