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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 456137Generated: November 1, 2026

Pyridine → N-[(E)-[amino-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]methylidene]amino]acetamide

https://huagongshe.com/reaction/456137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
Reactant1-(Quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazine-6-carbohydrazonamideHCID 66927091—
SolventDimethyl SulfoxideHCID 679—
SolventDichloromethaneHCID 6344—
ProductN-[(E)-[amino-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]methylidene]amino]acetamideHCID 6805062070.6%

Reaction Steps

To a solution of 1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazine-6-carbohydrazonamide (25 mg, 0.078 mmol) in DMSO (1 mL) and DCM (2.0 mL), was added pyridine (6.19 mg, 0.078 mmol) and acetic anhydride (10.39 mg, 0.102 mmol). After stirring overnight, the reaction mixture was filtered. The solid was washed with EtOH, H2O and EtOH to give 19.9 mg of title compound in 67% yield. 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.48 (d, 1H), 8.88 (d, 1H), 8.34 (d, 1H), 8.05 (s, 1H), 8.01 (d, 1H), 7.86 (d, 1H), 7.53 (dd, 1H), 6.20 (s, 2H), 2.24 (s, 1H), 2.00 (s, 1H). LCMS (method B): [MH]+=362, tR=1.60 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497368B2
Source datasetuspto-grants-2013_07
ORD IDord-e6a9bb4bdd1e417e9990b4188a472ba5
Source noteuspto-grants-2013_07