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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499424Generated: October 30, 2026

Diisopropylethylamine → tert-Butyl [(3S)-1-(5-nitro-2,3-dihydrofuro[2,3-b]pyridin-4-yl)piperidin-3-yl]carbamate

https://huagongshe.com/reaction/1499424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-butyl N-[(3S)-piperidin-3-yl]carbamateHCID 1514171—
Reactant4-Iodo-5-nitro-2,3-dihydrofuro[2,3-b]pyridineHCID 86726675—
SolventEthanolHCID 702—
Producttert-Butyl [(3S)-1-(5-nitro-2,3-dihydrofuro[2,3-b]pyridin-4-yl)piperidin-3-yl]carbamateHCID 8672667696.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

EtOH (12.00 mL) was added to a microwave vial containing 4-iodo-5-nitro-2,3-dihydrofuro[2,3-b]pyridine (2.05 g, 7.02 mmol), tert-butyl (3S)-piperidin-3-ylcarbamate (Combi-Blocks, 1.489 g, 7.435 mmol) and DIPEA (1.836 g, 14.20 mmol). The vial was sealed and the mixture was heated at 100° C. under microwave irradiation for 2 h. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by chromatography on silica gel (0-100% EtOAc in hexanes) to give the title compound as a yellow solid (2.46 g, 96%). LCMS calc. for C17H25N4O5 (M+H)+: m/z=365.2. found 365.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200004B2
Source datasetuspto-grants-2015_12
ORD IDord-6d2093a45633482a9a083b5645eaf83c
Source noteuspto-grants-2015_12