HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Pyrimidin-5-yl)boronic acid → 2-(3-Fluoro-4-hydroxyphenyl)-4-(5-pyrimidinyl)quinolin-6-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| Reactant | 4-Bromo-2-(3-fluoro-4-hydroxyphenyl)quinolin-6-ol | HCID 135477943 | — |
| Product | 2-(3-Fluoro-4-hydroxyphenyl)-4-(5-pyrimidinyl)quinolin-6-ol | HCID 135442628 | 34% |
Reaction Steps
This compound was prepared from 6b using 5-pyrimidinylboronic acid according to method P. Yellow powder; Yield: 34%; mp>340° C. (dec.); 1H-NMR (400 MHz, DMSO-d6) δ 7.00 (d, J=2.6 Hz, 1H), 7.08 (t, J=8.8 Hz, 1H), 7.36 (dd, J=9.0, 2.6 Hz, 1H), 7.98-8.02 (m, 2H), 8.08 (s, 1H), 8.11 (dd, J=13.1, 2.2 Hz, 1H), 9.11 (s, 2H), 9.37 (s, 1H), 10.07 (s, 1H), 10.24 (s, 1H); MS (ESI) m/z 332 ([M−H]−), 334 ([M+H]+); Anal. Calcd for C19H12FN3O2: C, 68.47; H, 3.63; N, 12.61. Found: C, 65.37; H, 3.98; N, 11.30.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632845B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-46665cb53cc44ead8b02fca25956be8c |
| Source note | uspto-grants-2009_12 |