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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426524Generated: October 25, 2026

Acetic Acid → 4-[6-Methoxy-5-(3-methyl-1H-indol-2-yl)-pyridazin-3-yl]-2,6-dimethyl-phenol

https://huagongshe.com/reaction/2426524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2-ChloroanilineHCID 7240—
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
Reactant1-[6-(4-Hydroxy-3,5-dimethyl-phenyl)-3-methoxy-pyridazin-4-yl]-propan-1-oneHCID 136339635—
SolventDimethylacetamideHCID 31374—
Product4-[6-Methoxy-5-(3-methyl-1H-indol-2-yl)-pyridazin-3-yl]-2,6-dimethyl-phenolHCID 136339634—

Reaction Conditions

Temperature140 °C

Reaction Steps

73.4 μl of 2-chloroaniline and 21 mg of anhydrous magnesium sulfate are suspended in 3 ml dimethylacetamide. 100 mg of 1-[6-(4-Hydroxy-3,5-dimethyl-phenyl)-3-methoxy-pyridazin-4-yl]-propan-1-one and 31.4 mg acetic acid are added and the reaction is degassed with argon. 96 mg of tripotassium phosphate and 35.7 mg of bis(tri-tert-butylphosphine) palladium (0) are added and the reaction is degassed with argon. The reaction is heated to 140° C. for 16 h. The solution is filtered. The product is purified by preparative RP-HPLC eluting with a gradient of 0-100% acetonitrile in water (+0.01% trifluoroacetic acid). Yield 35 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968546B2
Source datasetuspto-grants-2011_06
ORD IDord-02112e86e9f24f5285258d1fbf056c97
Source noteuspto-grants-2011_06