HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isoquinolin-3-yl trifluoromethanesulfonate → 3-Isoquinolin-3-yl-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine trihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isoquinolin-3-yl trifluoromethanesulfonate | HCID 11231236 | — |
| Reactant | HCID 67520446 | HCID 67520446 | — |
| Product | 3-Isoquinolin-3-yl-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine trihydrochloride | HCID 67520854 | — |
Reaction Steps
The procedure for the preparation of 3-(5,8-dichloroisoquinolin-3-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine trihydrochloride was followed, except using trifluoromethanesulfonic acid isoquinolin-3-yl ester in place of trifluoromethanesulfonic acid 5,8-dichloroisoquinolin-3-yl ester. This afforded the title compound as a yellow solid. 1H NMR (400 MHz, CD3OD): δ=2.39 (br. s., 4H), 3.22-3.31 (m, 2H), 3.57-3.66 (m, 2H), 4.61-4.74 (m, 1H), 7.95 (t, J=7.5 Hz, 1H), 8.04-8.11 (m, 2H), 8.26 (d, J=8.1 Hz, 1H), 8.33 (s, 1H), 8.38 (d, J=8.3 Hz, 1H), 8.41-8.46 (m, 1H), 8.73 (s, 1H), 8.80-8.86 (m, 1H), 9.64 (s, 1H). MS (ES+): m/z=370.94 [MH+]. HPLC: tR=2.21 min (ZQ2, polar—5 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178668B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-c2fe211179804a9899ea165310eae510 |
| Source note | uspto-grants-2012_05 |