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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598144Generated: October 26, 2026

1-Phenyl-1-propanol → 1-Mesityl-6-methyl-4-(1-phenylpropoxy)-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one

https://huagongshe.com/reaction/598144

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenyl-1-propanolHCID 7147—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-oneHCID 67267127—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-Mesityl-6-methyl-4-(1-phenylpropoxy)-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-oneHCID 5893862082%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1-phenyl-1-propanol (0.061 ml, 0.45 mmol) in DMF (1 ml) was added sodium hydride (60% in oil, 18 mg, 0.45 mmol). The mixture was stirred for 10 min before addition of 4-chloro-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one (45.3 mg, 0.15 mmol). The mixture was stirred at 60° C. for 1 hour, then diluted with water (30 ml) and extracted with ethyl acetate (50 ml). The extract was washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with hexane/ethyl acetate (5:1) to give 49.4 mg (82%) of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897607B2
Source datasetuspto-grants-2011_03
ORD IDord-240a360d5941473180cd4b3c4b162e5f
Source noteuspto-grants-2011_03