HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922241Generated: 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/1922241
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-butyl (3S)-3-aminopiperidine-1-carboxylate | HCID 1501975 | — |
| Reactant | 6-(2-Chloropyridin-4-yloxy)-2-(methylsulfinyl)benzo[d]thiazole | HCID 57725430 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (S)-tert-butyl 3-(6-(2-chloropyridin-4-yloxy)benzo[d]thiazol-2-ylamino)piperidine-1-carboxylate | HCID 57725807 | 112% |
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 vacuo 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08173689B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-bab238fbc0ab41268fc5226ff554d1dd |
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| Source note | uspto-grants-2012_05 |
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