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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40676Generated: October 26, 2026

5-Aminopyrazine-2-carbonitrile → 5-(6-Chloroisoquinolin-3-ylamino)pyrazine-2-carbonitrile

https://huagongshe.com/reaction/40676

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Aminopyrazine-2-carbonitrileHCID 13925294—
Reactant8-Bromoisoquinolin-3-yl trifluoromethanesulfonateHCID 59636388—
ReactantTrifluoro-methanesulfonic acid 6-chloro-isoquinolin-3-yl esterHCID 86633150—
Product5-(6-Chloroisoquinolin-3-ylamino)pyrazine-2-carbonitrileHCID 44204554—
ProductTrifluoro-methanesulfonic acid 6-chloro-isoquinolin-3-yl esterHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530468B2
Source datasetuspto-grants-2013_09
ORD IDord-63cb19553b564bf394e362fb63f2a83e
Source noteuspto-grants-2013_09