Sodium hydride → 4-[4-Cyclopropyl-5-(2-m-tolyl-2H-tetrazol-5-ylmethoxy)-4H-[1,2,4]triazol-3-yl]-pyridine

HRID 639808Notes

Reaction equation

HRID 639808 reaction equation
[C:1]1([CH3:14])[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[N:11]=[N:10][C:9]([CH2:12][OH:13])=[N:8]2)[CH:2]=1.[H-].[Na+].[CH:17]1([N:20]2[C:24](S(C)(=O)=O)=[N:23][N:22]=[C:21]2[C:29]2[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=2)[CH2:19][CH2:18]1>>[CH:17]1([N:20]2[C:24]([O:13][CH2:12][C:9]3[N:10]=[N:11][N:7]([C:3]4[CH:2]=[C:1]([CH3:14])[CH:6]=[CH:5][CH:4]=4)[N:8]=3)=[N:23][N:22]=[C:21]2[C:29]2[CH:30]=[CH:31][N:32]=[CH:33][CH:34]=2)[CH2:19][CH2:18]1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 578379334-(4-Cyclopropyl-5-methanesulfonyl-4H-[1,2,4]triazol-3-yl)-pyridineHCID 59424221(2-m-tolyl-2H-tetrazol-5-yl)-methanol

Product 1

HCID 684316684-[4-Cyclopropyl-5-(2-m-tolyl-2H-tetrazol-5-ylmethoxy)-4H-[1,2,4]triazol-3-yl]-pyridineYield 11%

Procedure

The title compound (4.6 mg, 11%, yellow solid) was prepared from (2-m-tolyl-2H-tetrazol-5-yl)-methanol (1 mmol), sodium hydride (1.5 mmol) and 4-(4-cyclopropyl-5-methanesulfonyl-4H-[1,2,4]triazol-3-yl)-pyridine (1.25 mmol). 1H NMR (CDCl3) δ (ppm): 8.77 (s br, 2H), 7.97 (m, 2H), 7.79 (d, 2H), 7.47 (t, 1H), 7.35 (d, 1H), 5.94 (s, 2H), 3.21 (m, 1H), 2.50 (s, 3H), 1.12 (m, 2H), 0.86 (m, 2H).

Sources & evidence

ORD record
ord-cfb2c80c2fb0432183206b8ca96b650d
Source dataset
uspto-grants-2010_04
Patent number
US07691892B2

Reaction notes

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