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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370534Generated: October 25, 2026

Diisopropylethylamine → (S)-tert-butyl 3-(6-(2-chloropyridin-4-yloxy)benzo[d]thiazol-2-ylamino)piperidine-1-carboxylate

https://huagongshe.com/reaction/2370534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-butyl (3S)-3-aminopiperidine-1-carboxylateHCID 1501975—
Reactant6-(2-Chloropyridin-4-yloxy)-2-(methylsulfinyl)benzo[d]thiazoleHCID 57725430—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(S)-tert-butyl 3-(6-(2-chloropyridin-4-yloxy)benzo[d]thiazol-2-ylamino)piperidine-1-carboxylateHCID 57725807112%

Reaction Conditions

Temperature95 °C

Reaction Steps

To the solution of 6-(2-chloropyridin-4-yloxy)-2-(methylsulfinyl)benzo[d]thiazole (100 mg, 0.31 mmol) in 1.6 ml of NMP was added (S)-tert-butyl 3-aminopiperidine-1-carboxylate (200 mg, 1 mmol) and DIPEA (70 μL, 0.4 mmol). The reaction solution was stirred at 95° C. for 5 days. The crude reaction solution was purified on prep HPLC and evaporated in vaccuo to give (S)-tert-butyl 3-(6-(2-chloropyridin-4-yloxy)benzo[d]thiazol-2-ylamino)piperidine-1-carboxylate (160 mg) as TFA salt. ES/MS m/z 461.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710048B2
Source datasetuspto-grants-2014_04
ORD IDord-54e39376a176469aa5db12fd22dbd2de
Source noteuspto-grants-2014_04