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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1016497Generated: October 30, 2026

HCID 18407073, compound → 1,1-Dimethylethyl 4-(5-cyano-1H-indol-3-yl)-1-piperidinecarboxylate

https://huagongshe.com/reaction/1016497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 18407073HCID 18407073—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1,1-Dimethylethyl 4-(5-cyano-1H-indol-3-yl)-1-piperidinecarboxylateHCID 18407069—

Reaction Steps

A solution of 3-[1-(t-butoxycarbonyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-5-cyanoindole (15.3 g, 47.3 mmol) in ethanol was treated with 10% palladium on carbon (2.38 g). The mixture was hydrogenated on a Parr shaker at 50 psi for 18 hours and then filtered through celite to remove inorganics. Evaporation gave the desired product as an off white solid (15.2 g, 98%). 1H-NMR δ(CDCl3) 8.33 (br s, 1 H), 7.99 (s, 1 H), 7.42 (s, 2 H), 7.07 (s, 1 H), 4.22 (m, 2 H), 2.82 (m, 3 H), 1.98 (br d, 2 H), 1.66 (m, 2 H), 1.48 (s, 9 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06476051B2
Source datasetuspto-grants-2002_11
ORD IDord-605ccc4efe5e4283a22d39b2061c81b4
Source noteuspto-grants-2002_11