HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 11992663, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Furan-3-boronic acid | HCID 2734358 | — |
| Reactant | HCID 86621472 | HCID 86621472 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11992663 | HCID 11992663 | 40.3% |
Reaction Steps
The procedure described for 28 was utilized using triflate 25 (150 mg, 0.319 mmol), PdCl2 (Ph3P)2 (23 mg, 0.032 mmol), 2 N aqueous Na2CO3 (320 uL, 0.638 mmol), 3-furanylboronic acid (71 mg, 0.638 mmol), and THF (10 mL). The reaction mixture was refluxed for 15 h. Standard work-up followed by purification gave 50 mg (40%) of the title product 29 (40%) as an off-white solid. 1H NMR (400 MHz, CDCl3): δ 7.71 (s, 1H), 7.45 (s, 1H), 7.40 (d, J=8.0 Hz, 2H), 7.18-7.12 (m, 4H), 6.96 (app. t, J=8.4 Hz, 2H), 6.68 (s, 1H), 2.0 (s, 2H), 1.96 (s, 2H), 1.30 (s, 2H), 0.94 (s, 6H), 0.93 (s, 6H). LCMS (APCI): m/z 389 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723393B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-e493a34a75af46e4b82742baeb47eab3 |
| Source note | uspto-grants-2010_05 |