HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-6-methylpyridine-3-boronic acid → 4-amino-N-cyclopropyl-8-(2-fluoro-6-methylpyridin-3-yl)cinnoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-6-methylpyridine-3-boronic acid | HCID 2763132 | — |
| Reactant | 4-amino-8-bromo-N-cyclopropylcinnoline-3-carboxamide | HCID 67229277 | — |
| Product | 4-amino-N-cyclopropyl-8-(2-fluoro-6-methylpyridin-3-yl)cinnoline-3-carboxamide | HCID 23629855 | 60.8% |
Reaction Steps
Using Method A, 4-amino-8-bromo-N-cyclopropyl-cinnoline-3-carboxamide (61 mg, 0.20 mmol) and 2-fluoro-6-methylpyridine-3-boronic acid (62 mg, 0.36 mmol) were reacted. After purification the title compound (41 mg, 60% yield) was obtained as a white solid. 1H NMR (300 MHz, CDCl3) δ 8.52 (bm, 1H), 7.92 (a t, J=7.5 Hz, 2H), 7.85 (m, 1H), 7.75 (a t, J=7.7 Hz, 1H), 7.18 (a d, J=7.5 Hz, 1H), 2.96 (m, 1H), 2.58 (s, 3H), 0.88 (m, 2H), 0.65 (m, 2H). MS APCI, m/z=338, HPLC 2.17 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465795B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-e7d848d12ab74e35a322cef0532e6c16 |
| Source note | uspto-grants-2008_12 |