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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632768Generated: October 30, 2026

Borane;tetrahydrofuran → 1-(4-bromo-1-methyl-1H-pyrazol-3-yl)-4-(hydroxymethyl)pyrrolidin-2-one

https://huagongshe.com/reaction/632768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant1-(4-bromo-1-methyl-1H-pyrazol-3-yl)-5-oxopyrrolidine-3-carboxylic acidHCID 118061881—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product1-(4-bromo-1-methyl-1H-pyrazol-3-yl)-4-(hydroxymethyl)pyrrolidin-2-oneHCID 11806165317.3%

Reaction Steps

To a solution of 1-(4-bromo-1-methyl-1H-pyrazol-3-yl)-5-oxopyrrolidine-3-carboxylic acid (511 mg) obtained in Step A of Example 7 in THF (3.0 mL) was added 1.1M borane-THF complex THF solution (5.0 mL) under ice-cooling. The reaction mixture was stirred at room temperature for 20 hr, and diluted with ethyl acetate. The diluted solution was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) and (methanol/ethyl acetate) to give the title compound (84 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321757B2
Source datasetuspto-grants-2016_04
ORD IDord-981ed927dfa94ba9ae68a3d35e028ae1
Source noteuspto-grants-2016_04