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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1712683Generated: November 1, 2026

Methanol → 1-[({2,5-Difluoro-4-[(2-{[((s)-3-hydroxypyrrolidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}amino)carbonyl]cyclopropanecarboxylic acid triethylamine salt

https://huagongshe.com/reaction/1712683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
ReactantBenzyl 1-[({2,5-difluoro-4-[(2-{[((S)-3-hydroxypyrrolidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}amino)carbonyl]cyclopropanecarboxylateHCID 59459706—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product1-[({2,5-Difluoro-4-[(2-{[((s)-3-hydroxypyrrolidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}amino)carbonyl]cyclopropanecarboxylic acid triethylamine saltHCID 24788501—

Reaction Steps

Benzyl 1-[({2,5-difluoro-4-[(2-{[((S)-3-hydroxypyrrolidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}amino)carbonyl]cyclopropanecarboxylate (156.8 mg) was dissolved in tetrahydrofuran and methanol (1:1) (4 ml) under a nitrogen atmosphere. 10% palladium on carbon (60.4 mg) was added, and the air in the reaction vessel was replaced by hydrogen, and the mixture was stirred at room temperature for 19 hours. The air in the reaction vessel was replaced by nitrogen, and triethylamine (0.0991 ml) was added, and the mixture was stirred for 30 minutes. The catalyst was removed by filtration, and washed with methanol. The filtrate was concentrated under reduced pressure to give the title compound (174.9 mg, quant.) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790885B2
Source datasetuspto-grants-2010_09
ORD IDord-0b02be0b08c54da0a907190cc4c70630
Source noteuspto-grants-2010_09