Methyl iodide → HCID 136404509, compound

HRID 2248595Notes

Reaction equation

HRID 2248595 reaction equation
[CH3:1][I:2].[CH3:3][N:4]1[CH2:9][CH2:8][CH:7]([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)[CH2:6][CH2:5]1>CC(C)=O>[I-:2].[CH3:3][N+:4]1([CH3:1])[CH2:9][CH2:8][CH:7]([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)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 136147901HCID 136147901, compound

Product 1

HCID 136404509HCID 136404509, compoundYield 67.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Methyl iodide (200 mg) was added to a stirred solution of 1-methyl-4-[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 246° C.; Found C, 49.00; H, 5.30; N, 12.51 C18H23N4OI requires C, 49.32; H, 5.29; N, 12.78%; δH (360 MHz, DMSO) 2.25-2.35 (4 H, m, 2×CH2), 3.14 (3 H, s, NMe), 3.18 (3 H s NMe), 3.41 (1 H, m, CH), 3.48-3.56 (4 H, m, 2×CH2N), 3.90 (3 H, s, NMe), 7.22-7.33 (2 H, m, H-5, H-6), 7.58 (1 H, d, J=7, H-7), 8.05 (l H, d, J=7, H-4), 8.12 (1 H, s, H-2); M/Z (no M+), 199(90), 140(100), 96(90).

Workup

  1. customwas isolated by filtration
  2. customdried

Sources & evidence

ORD record
ord-2beeaa6f4aeb4c5d87fa9845a0634581
Source dataset
uspto-grants-1991_08
Patent number
US05041456

Reaction notes

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