HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2-Fluoro-6-methoxyphenyl)boronic acid → 4-amino-N-cyclopropyl-7-fluoro-8-(2-fluoro-6-methoxyphenyl)cinnoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2-Fluoro-6-methoxyphenyl)boronic acid | HCID 3294524 | — |
| Reactant | 4-amino-7-fluoro-8-iodo-N-cyclopropyl-cinnoline-3-carboxamide | HCID 67228586 | — |
| Product | 4-amino-N-cyclopropyl-7-fluoro-8-(2-fluoro-6-methoxyphenyl)cinnoline-3-carboxamide | HCID 59791589 | 33% |
Reaction Steps
Using Method G, 4-amino-7-fluoro-8-iodo-N-cyclopropyl-cinnoline-3-carboxamide (372 mg, 1.00 mmol) and 2-fluoro-6-methoxyphenylboronic acid (1.40 g, 8.24 mmol) were reacted. After purification the title compound (117 mg, 33% yield) was obtained as a white solid. 1H NMR (300 MHz, CDCl3) δ 8.50 (bm, 1H), 7.94 (dd, J=5.2, 9.2 Hz, 1H), 7.53 (a t, J=8.7 Hz, 1H), 7.40 (apparent q, J=7.8 Hz, 1H), 6.86 (m, 2H), 3.72 (s, 3H), 2.96 (m, 1H), 0.88 (m, 2H), 0.62 (m, 2H). MS APCI, m/z=371.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465795B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-8a9323f04e6447358307efd9ef73e452 |
| Source note | uspto-grants-2008_12 |