1H-1,2,4-Triazole → 1-(3,5-Dichloro-pyridin-4-ylmethyl)-6-methoxy-4-[1,2,4]triazol-1-yl-phthalazine

HRID 2268863Notes

Reaction equation

HRID 2268863 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[H-].[Na+].Cl[C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:19][CH3:20])[CH:17]=2)[C:12]([CH2:21][C:22]2[C:27]([Cl:28])=[CH:26][N:25]=[CH:24][C:23]=2[Cl:29])=[N:11][N:10]=1>CN(C=O)C>[Cl:29][C:23]1[CH:24]=[N:25][CH:26]=[C:27]([Cl:28])[C:22]=1[CH2:21][C:12]1[C:13]2[C:18](=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[C:9]([N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)=[N:10][N:11]=1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 186292104-Chloro-1-[(3,5-dichloropyridin-4-yl)methyl]-6-methoxyphthalazine

Product 1

HCID 98215811-(3,5-Dichloro-pyridin-4-ylmethyl)-6-methoxy-4-[1,2,4]triazol-1-yl-phthalazineYield 77.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Operating substantially as described in example 50 starting from 1,2,4-triazole (0.19 g, 2.8 mmoles) in dry DMF (10 ml), NaH (0.084 g, 2.1 mmoles; 60% in oil) and 4-chloro-1-(3,5-dichloro-pyridin-4-ylmethyl)-6-methoxy-phthalazine (0.5 g, 1.4 mmoles), prepared as described in example 45, 0.42 g of the title compound were obtained (yield: 77%). m.p.: 207-208° C.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-ac5f743aa5ab442abaecdf3f6465ecab
Source dataset
uspto-grants-2001_12
Patent number
US06329370B1

Reaction notes

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