HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2368073Generated: October 30, 2026
Dimethylformamide → tert-butyl [(1S)-2-{[1-(5-methoxy-1,3-benzothiazol-2-yl)piperidin-4-yl]oxy}-1-methylethyl]carbamate
https://huagongshe.com/reaction/2368073
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-5-methoxybenzothiazole | HCID 7059200 | — |
| Reactant | tert-butyl [(1S)-1-methyl-2-(piperidin-4-yloxy)ethyl]carbamate | HCID 57517479 | — |
| Solvent | Water | HCID 962 | — |
| Product | tert-butyl [(1S)-2-{[1-(5-methoxy-1,3-benzothiazol-2-yl)piperidin-4-yl]oxy}-1-methylethyl]carbamate | HCID 86658696 | 64.3% |
Reaction Steps
A mixture of 2-chloro-5-methoxy-1,3-benzothiazole (143 mg), tert-butyl [(1S)-1-methyl-2-(piperidin-4-yloxy)ethyl]carbamate (186 mg), N,N-diisopropylethylamine (93 mg) and DMF (3 mL) was stirred at 150° C. for 1.5 hr under microwave irradiation. Water was added to the reaction mixture, and the obtained mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (194 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703758B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-834d1e909bc244d8a1daed8837beede2 |
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| Source note | uspto-grants-2014_04 |
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