HuagongsheHuagongshe Chemistry Print Report · For research reference only
Quinoline-3-boronic acid → 2-(4-Hydroxycyclohexylamino)-4-(1-(quinolin-3-yl)isoquinolin-5-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Quinoline-3-boronic acid | HCID 2734663 | — |
| Reactant | 3-(5-Bromoisoquinolin-1-yl)quinoline | HCID 71424788 | — |
| Reactant | 4-Cyano-3-(4-hydroxycyclohexylamino)phenylboronic acid pinacol ester | HCID 131732171 | — |
| Product | 2-(4-Hydroxycyclohexylamino)-4-(1-(quinolin-3-yl)isoquinolin-5-yl)benzamide | HCID 57520772 | — |
Reaction Steps
3-(5-Bromoisoquinolin-1-yl)quinoline was obtained according to Example 2(1) using 3-quinolineboronic acid instead of 4-cyano-3-(4-hydroxycyclohexylamino)phenylboronic acid pinacol ester. A compound of Comparative Example 1 was obtained as a pale yellow solid (yield based on 3 steps: 24%) according to Example 2(3) using the obtained 3-(5-bromoisoquinolin-1-yl)quinoline instead of compound (2b) and 4-cyano-3-(4-hydroxycyclohexylamino)phenylboronic acid pinacol ester instead of 4-cyano-3-(ethylamino)phenylboronic acid pinacol ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912181B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-1f288c0c2d5f44958d222905224ffde5 |
| Source note | uspto-grants-2014_12 |