HuagongsheHuagongshe Chemistry Print Report · For research reference only
(5-Fluoro-6-methoxypyridin-3-yl)boronic acid → 4-amino-N-cyclopropyl-8-(5-fluoro-6-methoxypyridin-3-yl)cinnoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (5-Fluoro-6-methoxypyridin-3-yl)boronic acid | HCID 44717400 | — |
| Reactant | 4-amino-8-bromo-N-cyclopropylcinnoline-3-carboxamide | HCID 67229277 | — |
| Product | 4-amino-N-cyclopropyl-8-(5-fluoro-6-methoxypyridin-3-yl)cinnoline-3-carboxamide | HCID 59791570 | 88% |
Reaction Steps
Using Method A, 4-amino-8-bromo-N-cyclopropyl-cinnoline-3-carboxamide (143 mg, 0.47 mmol) and 5-fluoro-6-methoxypyridine-3-boronic acid (159 mg, 0.94 mmol) were reacted. After purification the title compound (146 mg, 88% yield) was obtained as a white solid. 1H NMR (500 MHz, DMSO-d6) δ 9.13(d, J=4.9 Hz, 1H), 8.45 (d, J=7.4 Hz, 1H), 8.29 (s, 1H), 8.11 (a d, J=13.8 Hz, 1H), 7.95(a d, J=7.2 Hz, 1H), 7.81 (a t, J=7.8 Hz, 1H), 4.03 (s, 3H), 2.95 (m, 1H), 0.67 (m, 4H). MS APCI, m/z=354.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465795B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-39ad941e28d04343bd0e02913f17e41f |
| Source note | uspto-grants-2008_12 |