1-(2-Iodobenzyl)-1H-1,2,4-triazole → 1-(2-{[6-(4-Fluorophenyl)-2-naphthyl]sulfonyl}benzyl)-1H-1,2,4-triazole

HRID 735349Notes

Reaction equation

HRID 735349 reaction equation
I[C:2]1[CH:13]=[CH:12][CH:11]=[CH:10][C:3]=1[CH2:4][N:5]1[CH:9]=[N:8][CH:7]=[N:6]1.[F:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[CH:27]=[C:26]([S:31]([O-:33])=[O:32])[CH:25]=[CH:24]3)=[CH:17][CH:16]=1.[Na+]>>[F:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[CH:27]=[C:26]([S:31]([C:2]2[CH:13]=[CH:12][CH:11]=[CH:10][C:3]=2[CH2:4][N:5]2[CH:9]=[N:8][CH:7]=[N:6]2)(=[O:33])=[O:32])[CH:25]=[CH:24]3)=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 185258171-(2-Iodobenzyl)-1H-1,2,4-triazoleHCID 68900681Sodium 6-(4-fluorophenyl)naphthalene-2-sulfinate

Product 1

HCID 688999091-(2-{[6-(4-Fluorophenyl)-2-naphthyl]sulfonyl}benzyl)-1H-1,2,4-triazole

Procedure

Prepared according to the method of Example 6 Step 4 using 1-(2-iodobenzyl)-1H-1,2,4-triazole and sodium 6-(4-fluorophenyl)naphthalene-2-sulfinate, to give the title compound as a white solid (11 mg). 1H NMR (500 MHz, d6-DMSO): δ 8.78 (1H, s), 8.59 (1H, s), 8.37 (1H, s), 8.32 (1H, d, J=8.6 Hz), 8.25-8.19 (2H, m), 8.05 (1H, dd, J=1.7, 8.5 Hz), 7.94-7.90 (3H, m), 7.86 (1H, dd, J=1.8, 8.6 Hz), 7.71-7.65 (2H, m), 7.38 (2H, t, J=8.8 Hz), 6.88 (1H, d, J=6.8 Hz), 5.81 (2H, s); m/z (ES+) 444 [MH+].

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6827823d94a349ef8b6563bda36241d2
Source dataset
uspto-grants-2009_09
Patent number
US07592456B2

Reaction notes

Loading…