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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717794Generated: October 31, 2026

Sodium hydride → 6-bromo-5-(2-(4-fluorophenyl)allyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

https://huagongshe.com/reaction/717794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(3-Bromoprop-1-en-2-yl)-4-fluorobenzeneHCID 11694212—
Reactant6-bromo-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoleHCID 67376532—
SolventDimethylformamideHCID 6228—
Product6-bromo-5-(2-(4-fluorophenyl)allyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoleHCID 67378652—

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium hydride (49.8 mg, 21.67 mmol) was charged in DMF (3 mL) and cooled to 0° C. 6-Bromo-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (200 mg, 0.83 mmol) was added and stirred at 0° C. for 5 min. 1-(3-Bromoprop-1-en-2-yl)-4-fluorobenzene (195.25 mg, 0.917 mmol) dissolved in DMF (1 mL) was added at 0° C. and stirred at RT for 2 h. Ice was added and the resultant solid obtained was filtered. The product was purified on silica using 0-7% MeOH:DCM as eluent. Yield: 85 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193728B2
Source datasetuspto-grants-2015_11
ORD IDord-d5b30fa914fa4def946cc6dce20a7bcb
Source noteuspto-grants-2015_11