HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis(pinacolato)diborane → HCID 67447616, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reactant | HCID 58901741 | HCID 58901741 | — |
| Reactant | 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one | HCID 67449139 | — |
| Product | HCID 67447616 | HCID 67447616 | 15.2% |
Reaction Steps
Following General Procedure E, 4-bromo-2-fluoro-N-(2-hydroxyethyl)benzenesulfonamide (3.30 mg, 1.1 mmol) was reacted with bis(pinacolato)diborane (300 mg, 1.2 mmol) to afford the crude boronic ester which was reacted with 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one (310 mg, 1.0 mmol) to afford the desired product (68 mg, 13%) as an off-white solid: 1H NMR (300 MHz, DMSO-d6) δ 11.95 (s, 1H), 8.04 (t, J=5.8 Hz, 1H), 7.93 (t, J=7.8 Hz, 1H), 7.93 (d, J=5.4 Hz, 1H), 7.57 (d, J=9.1 Hz, 1H), 7.49-7.43 (m, 2H), 7.30 (dd, J=8.0, 1.5 Hz, 1H), 5.89 (d, J=5.4 Hz, 1H), 4.78 (t, J=5.6 Hz, 1H), 3.72 (s, 3H), 3.46 (q, J=6.2 Hz, 2H), 3.05 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962648B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-fef87435760b4b1a956cf84282d41569 |
| Source note | uspto-grants-2015_02 |