HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxy cinnamic acid → N-[2-(3-Dimethylamino-pyrrolidin-1-yl)-benzooxazol-5-yl]-3-(4-methoxy-phenyl)-acrylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxy cinnamic acid | HCID 13245 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 2-(3-Dimethylamino-pyrrolidin-1-yl)-benzooxazol-5-ylamine | HCID 68771730 | — |
| Product | N-[2-(3-Dimethylamino-pyrrolidin-1-yl)-benzooxazol-5-yl]-3-(4-methoxy-phenyl)-acrylamide | HCID 68772527 | 72.2% |
Reaction Steps
Prepare according to Method C (Example 9), using 4-methoxycinnamic acid (110 mg, 0.617 mmol), oxalyl chloride (300 μL, 3.43 mmol), and 2-(3-dimethylamino-pyrrolidin-1-yl)-benzooxazol-5-ylamine (99 mg, 0.402 mmol) to afford the title compound (118 mg, 72%). mass spectrum (m/e): 407.4 [M+H], 405.3 [M−H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07838543B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-506caba3b5ea427a81e82f75ddd08f1a |
| Source note | uspto-grants-2010_11 |