HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802567Generated: October 25, 2026
Triethylamine → Tert-butyl 9-[5-(methoxycarbonyl)pyridin-2-yl]-3,9-diazaspiro[5.5]undecane-3-carboxylate
https://huagongshe.com/reaction/1802567
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl 6-chloropyridine-3-carboxylate | HCID 254249 | — |
| Reactant | tert-Butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate | HCID 15296367 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Tert-butyl 9-[5-(methoxycarbonyl)pyridin-2-yl]-3,9-diazaspiro[5.5]undecane-3-carboxylate | HCID 57717452 | — |
Reaction Steps
A mixture of methyl 6-chloronicotinate (800 mg, 3.15 mmol), NEt3 (1.00 mL, 7.19 mmol) and tert-butyl 3,9-diazaspiro[5.5]undecane-3-carboxylate (1.00 g, 3.94 mmol) in 5 mL of DMSO was heated to 100° C. for 1 h with microwave irradiation. The reaction mixture was poured into EtOAc and washed with 2 N NaOH, 2H HCl, brine and dried (Na2SO4), filtered and concentrated giving tert-butyl 9-[5-(methoxycarbonyl)pyridin-2-yl]-3,9-diazaspiro[5.5]undecane-3-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349825B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-967f6d82884746ccbdf09961f0c7d496 |
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| Source note | uspto-grants-2013_01 |
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