HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → HCID 89656439, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | HCID 89657574 | HCID 89657574 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 89656439 | HCID 89656439 | 35.7% |
Reaction Steps
A mixture of Example 330a (90 mg, 0.27 mmol) and pyrrolidine (668 μL, 8.08 mmol) in 1 mL DMSO was heated at 160° C. under microwave conditions for 30 minutes. The product was purified by preparative HPLC (C18, 10-80% CH3CN/water (0.1% TFA)) to give the title compound (37 mg, 35.7% yield). 1H NMR (300 MHz, DMSO-d6) δ ppm 12.07 (s, 1H), 7.61 (dd, J=8.8, 2.4 Hz, 1H), 7.48 (d, J=2.4 Hz, 1H), 7.26 (t, J=2.8 Hz, 1H), 7.20 (s, 1H), 6.95 (d, J=8.9 Hz, 1H), 5.99-5.94 (m, 1H), 3.56 (s, 3H), 3.16 (q, J=7.3 Hz, 2H), 3.06 (s, 4H), 1.69 (t, J=6.3 Hz, 4H), 1.10 (t, J=7.4 Hz, 3H). MS (ESI+) m/z 386.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296741B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-a48e87ba94d9427b9087de9a70f2e217 |
| Source note | uspto-grants-2016_03 |