Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | 1-(6-Chloropyridin-3-yl)ethan-1-one | HCID 2779698 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 59652023 | HCID 59652023 | — |
Reaction Steps
To 4-hydroxy-boc-piperidine (1.55 g, 7.71 mmol) in DMSO (12 mL) was added 1M KtOBu (8.36 mL), followed by 1-(6-chloropyridin-3-yl)ethanone (1.00 g, 6.43 mmol). After overnight stirring at 100° C., the reaction was poured into water, extracted with dichloromethane, washed with brine, dried over sodium sulfate, and concentrated. The product was purified using a Single Step column (7:3 hexanes:ethyl acetate) to obtain 0.5 g (25%); MS m/z 321 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08586588B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
|---|
| ORD ID | ord-f1c875b63aa94766bb16579cddade029 |
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| Source note | uspto-grants-2013_11 |
|---|