3,5-Dichloro-4-methylpyridine → HCID 9846658, compound

HRID 2268841Notes

Reaction equation

HRID 2268841 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1[CH3:8].Cl[C:11]1[C:20]2[C:15](=[CH:16][C:17]([O:21][CH3:22])=[CH:18][CH:19]=2)[C:14]([CH2:23][CH2:24][CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[N:13][N:12]=1>CN(C=O)C.[H-].[Na+]>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1[CH2:8][C:11]1[C:20]2[C:15](=[CH:16][C:17]([O:21][CH3:22])=[CH:18][CH:19]=2)[C:14]([CH2:23][CH2:24][CH2:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[N:13][N:12]=1

Participants

5

Reactant 2

HCID 109538273,5-Dichloro-4-methylpyridineHCID 18381661HCID 18381661, compound

Product 1

HCID 9846658HCID 9846658, compoundYield 25.9%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolvent2×HCID 24758Sodium hydrideSolvent

Procedure

Operating substantially as described in example 5 starting from 3,5-dichloro-4-methyl-pyridine (0.23 g, 1.4 mmoles) in dry DMF (10 ml), 55% NaH in oil (0.061 g, 1.4 mmoles) and 1-chloro-6-methoxy-4-(4-phenyl-butyl)phthalazine (0.23 g, 0.7 mmole), prepared as described in example 20, in DMF (5 ml), 0.082 g of the title compound were obtained in form of amorphous hygroscopic solid (yield: 21%).

Workup

  1. customprepared

Sources & evidence

ORD record
ord-2f6e70c5eb5b40dc9e3a3ccf1192ee45
Source dataset
uspto-grants-2001_12
Patent number
US06329370B1

Reaction notes

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