Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598143Generated: October 27, 2026

Isopropanol → 4-Isopropoxy-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one

https://huagongshe.com/reaction/598143

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
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—
Product4-Isopropoxy-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-oneHCID 5893855458%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 2-propanol (0.026 ml, 0.60 mmol) in DMF (1 ml) was added sodium hydride (60% in oil, 24 mg, 0.60 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 28.3 mg (58%) of the title compound as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897607B2
Source datasetuspto-grants-2011_03
ORD IDord-9509d5f29ccf48118a64fefdfb1574a7
Source noteuspto-grants-2011_03