HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 86592150, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ethyl 3-{[2-(aminosulfonyl)-4-(benzyloxy)phenyl]amino}-3-oxopropanoate | HCID 67063703 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86592150 | HCID 86592150 | 85.1% |
Reaction Steps
The product of Example 352A (292 mg, 0.744 mmol) and sodium carbonate (394 mg, 3.722 mmol) in anhydrous ethanol (12 mL) was heated to reflux under a nitrogen atmosphere for 6.5 hours. The reaction was cooled to room temperature, filtered, and the filtrate concentrated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with 3% methanol/dichloromethane to give the title compound as a white solid (237 mg, 85%). MS (ESI−) m/z 373 (M−H)−. 1H NMR (300 MHz, DMSO-d6) δ 1.21 (t, J=6.99 Hz, 3 H) 3.67 (s, 2 H) 4.16 (q, J=6.99 Hz, 2 H) 5.20 (s, 2 H) 7.39 (m, 8 H) 12.21 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902203B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-faefa0d2d2574c1aba46c37dbd9f9c6f |
| Source note | uspto-grants-2011_03 |