Propargyl bromide → N-2-Propynyl-N-[3-(1,2,4-triazolo[4,3-b]pyridazin-6-yl)phenyl]acetamide

HRID 35618Notes

Reaction equation

HRID 35618 reaction equation
[N:1]1[N:2]=[CH:3][N:4]2[C:9]=1[CH:8]=[CH:7][C:6]([C:10]1[CH:11]=[C:12]([NH:16][C:17](=[O:19])[CH3:18])[CH:13]=[CH:14][CH:15]=1)=[N:5]2.[H-].[Na+].[CH2:22](Br)[C:23]#[CH:24]>CN(C)C=O>[CH2:24]([N:16]([C:12]1[CH:13]=[CH:14][CH:15]=[C:10]([C:6]2[CH:7]=[CH:8][C:9]3[N:4]([CH:3]=[N:2][N:1]=3)[N:5]=2)[CH:11]=1)[C:17](=[O:19])[CH3:18])[C:23]#[CH:22]

Participants

5

Reactant 3

HCID 7842Propargyl bromideHCID 24758Sodium hydrideHCID 75321466-(m-Acetamidophenyl)-1,2,4-triazolo[4,3-b]pyridazine

Product 1

HCID 15595657N-2-Propynyl-N-[3-(1,2,4-triazolo[4,3-b]pyridazin-6-yl)phenyl]acetamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 3.0 g of N-[3-(1,2,4-triazolo[4,3-b]pyridazin-6-yl)phenyl]acetamide, 0.6 g of sodium hydride (50% in oil), 250 ml of dimethylformamide and 1.38 ml of propargyl bromide was reacted as described in Example 5, giving 1.77 g of the desired product as orange crystals, mp 195°-198° C.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-1254f65df2ed4e5aa2819d9b085c464b
Source dataset
uspto-grants-1988_08
Patent number
US04767765

Reaction notes

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