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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511847Generated: November 1, 2026

Ammonia → 5-Fluoro-1H-indole-2-carbaldehyde

https://huagongshe.com/reaction/511847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantDichloromethaneHCID 6344—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 23003585HCID 23003585—
SolventTetrahydrofuranHCID 8028—
Product5-Fluoro-1H-indole-2-carbaldehydeHCID 18968129103.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

Lithium aluminium hydride (0.094 g, 2.488 mmol) was added to a solution of 5-fluoro-N-methoxy-N-methyl-1H-indole-2-carboxamide (0.691 g, 3.11 mmol) in tetrahydrofuran (10 ml) at 0° C. and stirred for 1 hour. The reaction mixture was cooled to 0° C. and 25% ammonia solution was added dropwise to the reaction mixture until lithium aluminium hydride color turn gray to white. Then dichloromethane and cerite was added to the reaction mixture and stirred for 30 min. The mixture was filtered through a pad of Celite and concentrated in vacuo to give 523 mg of the crude title compound. This was used for the next step without further purification:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09101616B2
Source datasetuspto-grants-2015_08
ORD IDord-a2eadf4a68a4405fa071d8c2e3afd00b
Source noteuspto-grants-2015_08