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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968173Generated: October 30, 2026

Dichloromethane → 4-(piperidin-4-yl)-3,4-dihydropyrrolo[4,3,2-de][2,6]naphthyridin-5(1H)-one

https://huagongshe.com/reaction/1968173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactanttert-Butyl 4-(5-oxopyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)piperidine-1-carboxylateHCID 49841655—
SolventTrifluoroacetic acidHCID 6422—
Product4-(piperidin-4-yl)-3,4-dihydropyrrolo[4,3,2-de][2,6]naphthyridin-5(1H)-oneHCID 4984165691.8%

Reaction Steps

tert-Butyl 4-(5-oxopyrrolo[4,3,2-de][2,6]naphthyridin-4(1H,3H,5H)-yl)piperidine-1-carboxylate (18 mg, 0.051 mmol) was dissolved in TFA (1 mL) and DCM (2 mL) and allowed to stir at room temperature for 15 min. The mixture was concentrated in vacuo and purified via preparative HPLC 10% to 40% B in A and gave 12 mg of the title compound as its TFA salt. 1H NMR (400 MHz, CD3OD) δ 8.71-8.72 (s, 1H), 8.42 (d, 1H, J=8.4 Hz), 7.62 (s, 1H), 7.48-7.49 (m, 2H), 5.02 (s, 1H), 4.69-4.75 (m, 2H), 3.58-3.61 (m, 2H), 3.19-3.26 (m, 2H), 2.33-2.39 (m, 2H), 2.10-2.15 (m, 2H). [M+H] found 257.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420816B2
Source datasetuspto-grants-2013_04
ORD IDord-cf0ca336090a4e98aa2d3d76e4d1bb43
Source noteuspto-grants-2013_04