HuagongsheHuagongshe Chemistry Print Report · For research reference only
9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one → HCID 67450756, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one | HCID 67449139 | — |
| Reactant | HCID 67453252 | HCID 67453252 | — |
| Product | HCID 67450756 | HCID 67450756 | 52.8% |
Reaction Steps
Following General Procedure B, 9-bromo-8-methoxythieno[2,3-c]quinolin-4(5H)-one (180 mg, 0.58 mmol) was reacted with 1-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]pyrrolidin-3-ol (280 mg, 0.87 mmol) to afford the desired product (130 mg, 48%) as a brown solid: 1H NMR (500 MHz, CD3OD) δ 7.79-7.72 (m, 1H), 7.66 (d, J=5.4 Hz, 1H), 7.58 (d, J=9.1 Hz, 1H), 7.42 (d, J=9.1 Hz, 1H), 7.33-7.21 (m, 2H), 6.09 (td, J=5.3, 2.4 Hz, 1H), 4.75-4.53 (m, 3H), 3.91-3.66 (m, 4H), 3.66-3.34 (m, 3H), 2.55-2.44 (m, 1H), 2.28-2.15 (m, 1H), 2.14-2.04 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962648B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-5c1396c732fa499485cc5b37e15e3b82 |
| Source note | uspto-grants-2015_02 |