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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 505452Generated: October 30, 2026

Dimethylformamide → HCID 86625547, compound

https://huagongshe.com/reaction/505452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 68465201HCID 68465201—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86625547HCID 86625547—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of the compound 6-bromo-1-cyclopentyl-1H-indazole (1.19 g, 4.15 mmol) in dry tetrahydrofuran (10 ml) was stirred at −78° C. for 15 minutes followed by the addition of butyl lithium (0.532 g, 8.3 mmol). The reaction mixture was again stirred for 30 minutes at −78° C. followed by the dropwise addition of dimethylformamide (1.212 g, 16.6 mmol). The reaction mixture was stirred for 30 minutes at the same temperature followed by stirring it at room temperature for 1 hour. The reaction mixture was quenched with hydrochloric acid (1N) and extracted the compound with ethyl acetate and water. The organic layer was collected, washed with brine and dried over anhydrous sodium sulphate. The mixture was filtered and concentrated under reduced pressure. The residue thus obtained was purified by column chromatography to furnish the title compound. Yield: 465 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781460B2
Source datasetuspto-grants-2010_08
ORD IDord-20921421dc3c420e9e8fe507a2f33a42
Source noteuspto-grants-2010_08