Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphosphine | HCID 139510 | — |
| Reactant | 1-Boc-3-pyrrolidinol | HCID 4416939 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | 6-Bromoquinolin-3-ol | HCID 17039651 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86696261 | HCID 86696261 | 74% |
Reaction Steps
To a solution of 6-bromoquinolin-3-ol (500 mg, 2.232 mmol), tert-butyl 3-hydroxypyrrolidine-1-carboxylate (418 mg, 2.232 mmol) and triphosphine (875 mg, 3.35 mmol) in THF (10 ml) was added DEAD (0.424 ml, 2.68 mmol) at 0° C. Then the mixture was stirred at 50° C. for 6 h under N2. The mixture was diluted with ether and filtered. The filtrate was concentrated. The residue was purified by silica gel chromatography eluted with Hex/EA (from 100% to 95%) to afford the title compound (650 mg, 67% yield) as brown gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09062045B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-02e922c7c0464a968346ee58b3c8262b |
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| Source note | uspto-grants-2015_06 |
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