Isopropanol → 6-Isopropoxy-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 657871Notes

Reaction equation

HRID 657871 reaction equation
[H-].[Na+].Cl[C:4]1[C:5]([CH3:15])=[C:6]([CH3:14])[C:7]2[N:8]([C:10]([NH2:13])=[N:11][N:12]=2)[N:9]=1.[CH:16]([OH:19])([CH3:18])[CH3:17]>CN(C=O)C>[CH:16]([O:19][C:4]1[C:5]([CH3:15])=[C:6]([CH3:14])[C:7]2[N:8]([C:10]([NH2:13])=[N:11][N:12]=2)[N:9]=1)([CH3:18])[CH3:17]

Participants

5

Reactant 3

HCID 3776Isopropanol2×HCID 24758Sodium hydrideHCID 580458046-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-B]pyridazin-3-amine

Product 1

HCID 580460646-Isopropoxy-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Isopropanol (27 ml) was deprotonated analogously to W1.056 with sodium hydride (1.3 g) and reacted with 6-chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.006a, 1 g), dissolved in isopropanol (10 ml) and DMF (10 ml), and worked up. 847 mg of the title compound were isolated in sufficient purity.

Sources & evidence

ORD record
ord-61b0657902af4d33818a9695c6329057
Source dataset
uspto-grants-2011_12
Patent number
US08076336B2

Reaction notes

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