Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751796Generated: October 28, 2026

Sodium Hydroxide → 2-ethyl-5-fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

https://huagongshe.com/reaction/1751796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-PiperidoneHCID 33721—
Reactant2-ethyl-5-fluoro-1H-indoleHCID 20517172—
SolventAcetic AcidHCID 176—
SolventPhosphoric AcidHCID 1004—
Product2-ethyl-5-fluoro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indoleHCID 6666971767.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

2.83 g 2-ethyl-5-fluoro-1H-indole are suspended in 50 ml acetic acid and heated to 90° C. A suspension of 6.66 g 4-piperidone in 15 ml phosphoric acid 2N is added. The reaction mixture is stirred for 3 hours at 90° C., combined with sodium hydroxide solution and the product is extracted with ethyl acetate. 2.85 g product are obtained in the form of a solid. 1H NMR (400 MHz, DMSO): 5.63 (1H, s); 2.73 (2H, q); 1.23 (3H, t).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09161927B2
Source datasetuspto-grants-2015_10
ORD IDord-70129054d1df47a4a35e4b15cd2a0e5f
Source noteuspto-grants-2015_10