HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2-Methoxy-5-methylphenyl)boronic acid → 4-amino-N-cyclopropyl-8-(2-methoxy-5-methyl-phenyl)cinnoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2-Methoxy-5-methylphenyl)boronic acid | HCID 2773485 | — |
| Reactant | 4-amino-8-bromo-N-cyclopropylcinnoline-3-carboxamide | HCID 67229277 | — |
| Product | 4-amino-N-cyclopropyl-8-(2-methoxy-5-methyl-phenyl)cinnoline-3-carboxamide | HCID 59791530 | 74% |
Reaction Steps
Using Method A, 4-amino-8-bromo-N-cyclopropyl-cinnoline-3-carboxamide (143 mg, 0.47 mmol) and 2-methoxy-5-methylphenylboronic acid (155 mg, 0.94 mmol) were reacted. After purification the title compound (120 mg, 74% yield) was obtained as a white solid. 1H NMR (500 MHz, DMSO-d6) δ 9.00 (d, J=4.9 Hz, 1H), 8.38 (d, J=7.1 Hz, 1H), 7.74 (t, J=7.7 Hz, 1H), 7.68 (d, J=7.1 Hz, 1H), 7.19 (d, J=8.5 Hz, 1H), 7.06 (s, 1H), 6.98 (d, J=8.5 Hz, 1H), 3.57 (s, 3H), 2.96 (m, 1H), 2.28 (s, 3H), 0.70(m, 4H). MS APCI, m/z=349.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465795B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-01e28b9f07644cb68a6f49f29d7fb73d |
| Source note | uspto-grants-2008_12 |