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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 897325Generated: October 30, 2026

Trifluoroacetic acid → HCID 22346392, compound

https://huagongshe.com/reaction/897325

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantThiomorpholineHCID 67164—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-bromo-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamideHCID 22346401—
Solvent2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
ProductHCID 22346392HCID 22346392—

Reaction Steps

A solution of 5-bromo-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide (0.25 g, 0.67 mmol), thiomorpholine (0.19 mL, 2.0 mmol) and diisopropylethylamine (0.06 mL, 0.67 mmol) in DMPU (3.0 mL) were heated at 135 C for 23 hr. The reaction was cooled to room temperature, neutralized by the addition of TFA and purified by reverse phase HPLC. (Vydak C18, Gradient elution with Water:Acetonitrile 95:5 to 5:95 with 0.1% TFA at 30 mL/min over 15 mins). Lyophilization of the pure fractions afforded the title compound as an off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06921759B2
Source datasetuspto-grants-2005_07
ORD IDord-f9dc9ca208a243ca90bdc110c12c0fcb
Source noteuspto-grants-2005_07