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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028049Generated: October 29, 2026

Diisopropylethylamine → HCID 86656450, compound

https://huagongshe.com/reaction/1028049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-butyl N-[(3S)-piperidin-3-yl]carbamateHCID 1514171—
ReactantHCID 58387621HCID 58387621—
SolventDichloromethaneHCID 6344—
ProductHCID 86656450HCID 8665645061%

Reaction Steps

A solution of 6-chloro-1,7-naphthyridin-4-yl trifluoromethanesulfonate (1.0 equiv.), (S)-tert-butyl piperidin-3-ylcarbamate (1.0 equiv.) and DIEA (1.5 equiv.) in CH2Cl2 (0.3 M) was stirred at rt for 120 hours. The solution was partitioned between EtOAc and Na2CO3(sat.). Upon separation, the organic layer was washed with NaCl(sat.), dried over MgSO4, concentrated and purified by silica gel chromatography (EtOAc eluant) to yield (S)-tert-butyl 1-(6-chloro-1,7-naphthyridin-4-yl)piperidin-3-ylcarbamate (61%). LC/MS=363.2 (M+H), LC=2.47 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735424B2
Source datasetuspto-grants-2014_05
ORD IDord-341271ffdb7d4f189531f49b40e1c5fb
Source noteuspto-grants-2014_05