HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 67520446, compound → 3-[2-Amino-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-3-yl]-8-fluoro-isoquinoline-5-carbonitrile trihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 67520446 | HCID 67520446 | — |
| Reactant | Trifluoromethanesulfonic acid 5-cyano-8-fluoroisoquinolin-3-yl ester | HCID 86633149 | — |
| Product | 3-[2-Amino-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-3-yl]-8-fluoro-isoquinoline-5-carbonitrile trihydrochloride | HCID 67520617 | — |
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 5-cyano-8-fluoroisoquinolin-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=2.26-2.42 (m, 4H), 3.20-3.29 (m, 2H), 3.55-3.63 (m, 2H), 4.55-4.67 (m, 1H), 7.54 (dd, J=9.7, 8.2 Hz, 1H), 7.95 (s, 1H), 8.15 (s, 1H), 8.26 (d, J=2.0 Hz, 1H), 8.30 (d, J=2.3 Hz, 1H), 8.35 (dd, J=8.1, 5.1 Hz, 1H), 8.39 (s, 1H), 9.70 (d, J=1.0 Hz, 1H). MS (ES+): m/z=414.13 [MH+]. HPLC: tR=1.70 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-27b169f9f2a649a7ada7c333404b4efd |
| Source note | uspto-grants-2012_05 |