Dimethylamine → 1-Benzyl-7-dimethylamino-5-methyl-1,5-dihydroimidazo[4,5-d]pyridazin-4-one

HRID 501433Notes

Reaction equation

[CH3:1][NH:2][CH3:3].[CH2:4]([N:11]1[C:15]2[C:16](Cl)=[N:17][N:18]([CH3:21])[C:19](=[O:20])[C:14]=2[N:13]=[CH:12]1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C(O)C>[CH2:4]([N:11]1[C:15]2[C:16]([N:2]([CH3:3])[CH3:1])=[N:17][N:18]([CH3:21])[C:19](=[O:20])[C:14]=2[N:13]=[CH:12]1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

Conditions

Temperature: 130 °C

Procedure

A 2 ml aqueous solution of 50% dimethylamine was added to a 2 ml ethanol solution of 0.138 g of 1-benzyl-7-chloro-5-methyl-1,5-dihydroimidazo[4,5-d]pyridazin-4-one, and the mixture was heated at 130° C. for 72 hours. The reaction solution was cooled to room temperature, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 0.139 g of the title compound was obtained from the fraction eluted with methanol-ethyl acetate (1:19).

Workup

temperatureThe reaction solution was cooled to room temperature
concentrationconcentrated under reduced pressure
customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record: ord-683381488b4b4437a187b92da8546424
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07772226B2

Reaction notes

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