HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2,5-Dimethylphenyl)boronic acid → 4-amino-8-(2,5-dimethylphenyl)-N-propyl-cinnoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2,5-Dimethylphenyl)boronic acid | HCID 2734347 | — |
| Reactant | 4-amino-8-iodo-N-propyl-cinnoline-3-carboxamide | HCID 14012327 | — |
| Product | 4-amino-8-(2,5-dimethylphenyl)-N-propyl-cinnoline-3-carboxamide | HCID 25132065 | 83.1% |
Reaction Steps
Using method B, 4-amino-8-iodo-N-propyl-cinnoline-3-carboxamide (250 mg, 0.702 mmol) and 2,5-dimethylphenylboronic acid (150 mg, 1.00 mmol) were reacted to afford the title compound (195 mg, 83% yield) as a white solid. 1H NMR (300 MHz, CDCl3) δ 8.55 (br, 1H), 7.87 (m, 1H), 7.75-7.64 (m, 2H), 7.23-7.07 (m, 3H), 3.44 (apparent quartet, J=7.0 Hz, 2H), 2.35 (s, 3H), 2.01 (s, 3H), 1.64 (apparent sextet, J=7.0 Hz, 2H), 0.99 (t, J=7.4 Hz, 3H) MS APCI, m/z=335 HPLC 1.98 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07425556B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-3021f4145b824f5e8eb4a81d02dc6e73 |
| Source note | uspto-grants-2008_09 |