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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1426686Generated: October 31, 2026

Water → HCID 67396611, compound

https://huagongshe.com/reaction/1426686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 67395699HCID 67395699—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67396611HCID 6739661141.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of ethyl 5-(2-fluoropyridin-3-yl)-4-methyl-1H-pyrrole-3-carboxylate (5.01 g) in tetrahydrofuran (50 mL) was cooled to −78° C., a 1.5 mol/L toluene solution (45 mL) of diisobutylaluminum hydride was added dropwise, and the mixture was stirred at 0° C. for 1 hr. Water was added to the reaction mixture, insoluble materials were filtered off, and the filtrate was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was washed with diisopropyl ether to give the title compound as colorless crystals (yield 1.72 g, 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933105B2
Source datasetuspto-grants-2015_01
ORD IDord-a79b489b544741278e195cc588148819
Source noteuspto-grants-2015_01