HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Aminopyrazine-2-carbonitrile → 5-(6-Chloroisoquinolin-3-ylamino)pyrazine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Aminopyrazine-2-carbonitrile | HCID 13925294 | — |
| Reactant | 8-Bromoisoquinolin-3-yl trifluoromethanesulfonate | HCID 59636388 | — |
| Reactant | Trifluoro-methanesulfonic acid 6-chloro-isoquinolin-3-yl ester | HCID 86633150 | — |
| Product | 5-(6-Chloroisoquinolin-3-ylamino)pyrazine-2-carbonitrile | HCID 44204554 | — |
| Product | Trifluoro-methanesulfonic acid 6-chloro-isoquinolin-3-yl ester | HCID 86633150 | — |
Reaction Steps
The title compound was prepared using methods analogous to those described in Synthesis 5-1 using 2-amino-5-cyanopyrazine in place of (R)-5-amino-3-(pyrrolidin-3-yloxy)pyrazine-2-carbonitrile and 6-chloroisoquinolin-3-yl trifluoromethanesulfonate in place of 3,8-dichloroisoquinoline. 6-Chloroisoquinolin-3-yl trifluoromethanesulfonate was prepared using methods analogous to those described in Synthesis 11-1 for 8-bromoisoquinolin-3-yl trifluoromethanesulfonate. 1H NMR (DMSO, 400 MHz) δ 11.11 (s, 1H), 9.24 (s, 1H), 8.82 (d, 1H, J=1.3 Hz), 8.74 (d, 1H, J=1.3 Hz), 8.47 (s, 1H), 8.13 (d, 1H, J=8.6 Hz), 8.09 (d, 1H, J=1.8 Hz), 7.55 (dd, 1H, J=8.8, 2.0 Hz). LCMS (2) Rt=3.04 min, m/z (ESI+) 282 & 284 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08530468B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-63cb19553b564bf394e362fb63f2a83e |
| Source note | uspto-grants-2013_09 |