HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromo-5-fluorobenzonitrile → 6-(3-Cyano-5-fluorophenyl)-1,2-dihydro-2,2,4-trimethylquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromo-5-fluorobenzonitrile | HCID 2783330 | — |
| Reactant | (1-(tert-Butoxycarbonyl)-2,2,4-trimethyl-1,2-dihydroquinolin-6-yl)boronic acid | HCID 10615401 | — |
| Product | 6-(3-Cyano-5-fluorophenyl)-1,2-dihydro-2,2,4-trimethylquinoline | HCID 9839013 | 38.6% |
Reaction Steps
This compound was prepared according to General Method 2 (EXAMPLE 9) from Compound 9 (46.3 mg, 0.14 mmol) and 3-bromo-5-fluorobenzonitrile (29.1 mg, 0.14 mmol). The crude material was purified by recrystallization from hexane to afford 15.8 mg (37%) of Compound 271. Data for Compound 271: 1H NMR (400 MHz, acetone-d6) 7.83 (app t, J=1.3, 1H), 7.68 (dd, J=10.6, 4.0, 1H), 7.43 (d, J=2.0, 1H), 7.41 (dd, J=2.2, 1.2 1H) 7.35 (dd, J=8.3, 2.2, 1H), 6.59 (d, J=8.4, 1H), 5.35 (br s, 1H), 5.39 (s, 1H), 2.04 (s, 3H), 1.28 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06696459B1 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-c922ba939c1d47f88c32484a19d7ff90 |
| Source note | uspto-grants-2004_02 |