HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (R)-2,3-Dihydrobenzo[1,4]dioxin-2-yl-[(S*)-3-(3-methoxyphenyl)piperidin-1-yl]methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-2,3-Dihydrobenzo[1,4]dioxine-2-carbonyl chloride | HCID 7022160 | — |
| Reactant | 3-(3-Methoxyphenyl)piperidine hydrochloride | HCID 19987255 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-2,3-Dihydrobenzo[1,4]dioxin-2-yl-[(S*)-3-(3-methoxyphenyl)piperidin-1-yl]methanone | HCID 66727415 | — |
Reaction Steps
(R)-2,3-Dihydrobenzo[1,4]dioxine-2-carbonyl chloride (54 mg, 0.27 mmol) was dissolved in DCM (4 ml). 3-(3-Methoxyphenyl)piperidine HCl (72 mg, 0.26 mmol) and triethylamine (59 mg, 0.58 mmol) were added. After stirring for 1 h, acidic work-up as above gave the crude product, which was purified by flash chromatography using heptane/EtOAc as eluent. The second eluting diastereomer was collected to give 19 mg of A14.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697723B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-9a02a270e2944c12a6a0c1db9d7d62c9 |
| Source note | uspto-grants-2014_04 |