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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895755Generated: October 27, 2026

Tert-butyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate → Isopropyl 4-(5-chloro-1-(4-cyano-3-fluorophenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate

https://huagongshe.com/reaction/1895755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylateHCID 25204174—
ReactantTert-butyl 4-(5-chloro-1-(4-cyano-3-fluorophenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylateHCID 57468467—
Reactant1,1,1-Trifluoropropan-2-yl carbonochloridateHCID 58270348—
ProductIsopropyl 4-(5-chloro-1-(4-cyano-3-fluorophenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylateHCID 57468468—

Reaction Steps

Example 268 was prepared according to procedures described in Example 2 substituting tert-butyl 4-(5-chloro-1-(4-cyano-3-fluorophenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate for tert-butyl 4-(1-(4-(methylsulfonyl)phenyl)-2-oxo-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate in Step A and substituting isopropyl chloroformate for 1,1,1-trifluoropropan-2-yl chloroformate in Step C except that the crude product was purified by flash chromatography (SiO2, 0 to 100% EtOAc in CH2Cl2). 1H NMR (400 MHz, CDCl3) δ ppm 7.67-7.87 (m, 1 H), 7.30-7.49 (m, 3 H), 6.00 (s, 1 H), 4.86-5.11 (m, 1 H), 4.53-4.70 (m, 1 H), 3.44-3.76 (m, 4 H), 1.79-2.15 (m, 4 H), 1.26 (s, 6 H). MS (ESI) 434 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513424B2
Source datasetuspto-grants-2013_08
ORD IDord-8264647ad8174ed98b37c778aa32affb
Source noteuspto-grants-2013_08