HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333941Generated: October 30, 2026
4-Chloroquinoline → tert-Butyl (1S,4S)-5-(4-quinolyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
https://huagongshe.com/reaction/333941
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Chloroquinoline | HCID 69140 | — |
| Reactant | (1S,4S)-2-Boc-2,5-diazabicyclo[2.2.1]heptane | HCID 11521263 | — |
| Solvent | 1-Methoxy-2-propanol | HCID 7900 | — |
| Product | tert-Butyl (1S,4S)-5-(4-quinolyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate | HCID 86691594 | — |
Reaction Steps
4-Chloroquinoline (163.6 mg, 1 mmol) dissolved in 1-methoxy-2-propanol (4 ml) was added to tert-butyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (237 mg, 1.2 mmol) and stirred at 115° C. for 72 hours. The solvent was removed under reduced pressure and the residue obtained (325 mg) was used directly in the next step. MS (APCI) m/z=326.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08883791B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-9daeb34c9c474fa8b2fa00f8672bf862 |
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| Source note | uspto-grants-2014_11 |
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