HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → SUVN-G3031
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-N-[4-[(1-cyclobutyl-4-piperidinyl)oxy]phenyl]acetamide | HCID 68287180 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | SUVN-G3031 | HCID 60151477 | 80.7% |
Reaction Steps
A mixture of 2-Chloro-N-[4-(1-cyclobutyl piperidin-4-yloxy)phenyl]acetamide (76.0 g, 0.236, obtained in above step), morpholine (30.8 g, 0.353 moles) and potassium carbonate (98 g, 0.71 moles) in acetonitrile (1.5 L) was stirred for 5 hours at reflux temperature. The mixture was partitioned between ethyl acetate (1 L) and water (1 L). The layers were separated, and the aqueous layer was extracted with ethyl acetate (2×500 mL). The combined organic layers were washed with water twice, dried over sodium sulfate and concentrated under vacuum. The crude compound was purified by flash chromatography using (methanol:chloroform, 2:8) to afford the title compound 71 g (Yield: 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09079888B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-180cdb5f21674c0ca4175c064a483d0f |
| Source note | uspto-grants-2015_07 |