HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis(pinacolato)diborane → HCID 67446789, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reactant | HCID 43177392 | HCID 43177392 | — |
| Reactant | 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one | HCID 67449139 | — |
| Product | HCID 67446789 | HCID 67446789 | 97.3% |
Reaction Steps
Following General Procedure E, N-[1-(4-bromophenyl)ethyl]cyclopentanamine (600 mg, 2.3 mmol) was reacted with bis(pinacolato)diboron (410 mg, 1.6 mmol) to afford the crude boronic ester which was reacted with 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one (250 mg, 0.81 mmol) to afford the desired product (330 mg, 97%) as a brown solid: 1H NMR (300 MHz, CD3OD) δ 7.73-7.64 (m, 2H), 7.60-7.50 (m, 2H), 7.47-7.34 (m, 3H), 6.01 (d, J=5.4 Hz, 1H), 4.57 (q, J=6.8 Hz, 1H), 3.74 (s, 3H), 3.62-3.45 (m, 1H), 2.30-2.02 (m, 2H), 1.93-1.85 (m, 2H), 1.81 (d, J=6.7 Hz, 3H), 1.77-1.51 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962648B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-4760a946a1504a758161f62e4656a37a |
| Source note | uspto-grants-2015_02 |