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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219654Generated: November 1, 2026

4-Methylpiperidine → 4-(2,6-Diethyl-1,1-dioxo-1lambda6-[1,2,6]thiadiazinan-4-yl)-2-(4-methyl-piperidin-1-yl)-phenylamine

https://huagongshe.com/reaction/2219654

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylpiperidineHCID 69381—
Reactant[2-Bromo-4-(2,6-diethyl-1,1-dioxo-1lambda6-[1,2,6]thiadiazinan-4-yl)-phenyl]-carbamic acid tert-butyl esterHCID 59771222—
Product4-(2,6-Diethyl-1,1-dioxo-1lambda6-[1,2,6]thiadiazinan-4-yl)-2-(4-methyl-piperidin-1-yl)-phenylamineHCID 59771157—

Reaction Steps

The title compound is prepared from [2-bromo-4-(2,6-diethyl-1,1-dioxo-1λ6-[1,2,6]thiadiazinan-4-yl)-phenyl]-carbamic acid tert-butyl ester (as prepared in the previous step) and 4-methylpiperidine following the literature procedure of Buchwald (Org. Lett., 4, 2885-8 (2002)). The residue obtained is purified by silica gel chromatography with an appropriate solvent mixture. After isolation, removal of the BOC protecting group from the resulting intermediate is carried out by stirring at RT in TFA-DCM (1:2), monitoring by TLC for completion, and then concentration in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414050B2
Source datasetuspto-grants-2008_08
ORD IDord-9a6c2a294e0243008b017a1799d080c5
Source noteuspto-grants-2008_08