HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Methylsulfonyl)phenylboronic acid → 4-amino-8-(3-methylsulfonylphenyl)-N-propyl-cinnoline-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Methylsulfonyl)phenylboronic acid | HCID 2773542 | — |
| Reactant | 4-Amino-8-bromo-N-propylcinnoline-3-carboxamide | HCID 14012326 | — |
| Product | 4-amino-8-(3-methylsulfonylphenyl)-N-propyl-cinnoline-3-carboxamide | HCID 23630139 | 83.1% |
Reaction Steps
Using method A, 4-amino-8-bromo-N-propyl-cinnoline-3-carboxamide (150 mg, 0.485 mmol) and 3-(methylsulfonyl)phenylboronic acid (200 mg, 1.000 mmol) were reacted to afford the title compound (155 mg, 83% yield) as a white solid. 1H NMR (300 MHz, CDCl3) δ 8.51 (br, 1H), 8.21 (m, 1H), 8.11-7.67 (m, 6H), 3.45 (apparent quartet, J=7.0 Hz, 2H), 3.12 (s, 3H), 1.67 (apparent sextet, J=7.0 Hz, 2H), 1.01 (t, J=7.0 Hz, 3H). MS APCI, m/z=385 M+H) HPLC 1.75 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465795B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-b9256588797e47c1b0ef01989798822d |
| Source note | uspto-grants-2008_12 |