Sodium hydride → 6-((R)-sec-Butoxy)-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 657870

Reaction equation

HRID 657870 reaction equation
[CH3:1][C@@H:2]([OH:5])[CH2:3][CH3:4].[H-].[Na+].Cl[C:9]1[C:10]([CH3:20])=[C:11]([CH3:19])[C:12]2[N:13]([C:15]([NH2:18])=[N:16][N:17]=2)[N:14]=1>CN(C=O)C>[C@H:2]([O:5][C:9]1[C:10]([CH3:20])=[C:11]([CH3:19])[C:12]2[N:13]([C:15]([NH2:18])=[N:16][N:17]=2)[N:14]=1)([CH2:3][CH3:4])[CH3:1]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 84682(-)-2-ButanolHCID 580458046-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-B]pyridazin-3-amine

Product 1

HCID 580457986-((R)-sec-Butoxy)-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

(R)-Butan-2-ol (0.5 ml) was deprotonated analogously to W1.056 with sodium hydride (85 mg) and reacted with 6-chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.006a, 100 mg), suspended in DMF (2 ml), and worked up. 75 mg of the title compound were isolated in sufficient purity.

Sources & evidence

ORD record
ord-eec437a14e5a4a97b0c0659f93320104
Source dataset
uspto-grants-2011_12
Patent number
US08076336B2

Linked notes

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