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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228278Generated: October 31, 2026

Trifluoroacetic acid → 5-[4-(Phenethylaminomethyl)phenoxy]pyrazine-2-carboxamide

https://huagongshe.com/reaction/228278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant[4-(5-Carbamoylpyrazin-2-yloxy)benzyl]phenethylcarbamic acid tert-butyl esterHCID 59730363—
SolventDichloromethaneHCID 6344—
Product5-[4-(Phenethylaminomethyl)phenoxy]pyrazine-2-carboxamideHCID 5973016898.8%

Reaction Steps

Dissolve [4-(5-carbamoylpyrazin-2-yloxy)benzyl]phenethylcarbamic acid tert-butyl ester (0.015 g, 0.0334 mmol) in dichloromethane (1 mL). Add TFA (1 mL). Stir at room temperature for 6 hours. Load directly onto an SCX (5 g) column. Wash the column with methanol thien elute with 2.0 M NH3 in methanol to give the title compound (11.5 mg, 98%): MS ES+ 348.9 (M+H)+; HPLC [YMC-Pack Pro C-18 (150×4.6 mm, S-5 microm), 0.1% TFA/acetonitrile in 0.1% TFA/water at 1.0 mL/min, 5-95% over 19 min], tR=9.4 min, 98.4 purity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560463B2
Source datasetuspto-grants-2009_07
ORD IDord-ae65b3d729b04cc4ba81d4a69d3afd77
Source noteuspto-grants-2009_07