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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869919Generated: October 30, 2026

Methanol → HCID 71053005, compound

https://huagongshe.com/reaction/869919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantEthyl AcetateHCID 8857—
ReactantTrimethylsilyl iodideHCID 85247—
Reactant1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(2'-methoxy-3,6'-dimethyl-2,4'-bipyridin-6-yl)cyclopropanecarboxamideHCID 68737823—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 71053005HCID 7105300581,584.297%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a suspension of 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(2′-methoxy-3,6′-dimethyl-2,4′-bipyridin-6-yl)cyclopropanecarboxamide (12 mg, 26.5 μmol) in CH3CN (0.5 mL) was added TMSI (7.5 μL, 52.9 μmol) drop wise. The reaction was stirred at 55° C. for 1 hour. MeOH (1.0 mL) was added followed by ethyl acetate (3 mL) and water (1 mL). The organic layer was separated and washed with NaHSO3 (2×), and brine (1×). The organic layer was then dried over Na2SO4, filtered and evaporated under reduced pressure to yield 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(5-methyl-6-(6-methyl-2-oxo-1,2-dihydropyridin-4-yl)pyridin-2-yl)cyclopropanecarboxamide as a white solid (9.5 g, 81.7%); ESI-MS m/z calc. 439.4. found 440.5 (M+1)+. Retention time 1.60 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969386B2
Source datasetuspto-grants-2015_03
ORD IDord-d6041d131a4f4838b2d5ddbaf447c5ec
Source noteuspto-grants-2015_03