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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098136Generated: October 29, 2026

5-Amino-4-(thiazol-2-yl)thiophene-3-carbonitrile → N-(4-cyano-3-(thiazol-2-yl)thiophen-2-yl)-2-(2-oxo-3,4-dihydro-1,5-naphthyridin-1(2H)-yl)acetamide

https://huagongshe.com/reaction/2098136

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-4-(thiazol-2-yl)thiophene-3-carbonitrileHCID 68756360—
ReactantHCID 68782483HCID 68782483—
ProductN-(4-cyano-3-(thiazol-2-yl)thiophen-2-yl)-2-(2-oxo-3,4-dihydro-1,5-naphthyridin-1(2H)-yl)acetamideHCID 566581714.3%

Reaction Steps

The title compound was prepared from 5-amino-4-(thiazol-2-yl)thiophene-3-carbonitrile (67 mg, 0.32 mmol) and 2-(2-oxo-3,4-dihydro-1,5-naphthyridin-1(2H)-yl)acetic acid (100 mg, 0.48 mmol) according to protocol A. The crude product was purified by column chromatography (2% methanol/methylene chloride) and HPLC to give N-(4-cyano-3-(thiazol-2-yl)thiophen-2-yl)-2-(2-oxo-3,4-dihydro-1,5-naphthyridin-1(2H)-yl)acetamide (5.4 mg) as a white solid. LCMS m/z 396.1, method [7] retention time 2.611 min. 1H-NMR (300 MHz, CDCl3) δ 8.39 (d, J=4.1 Hz, 1H), 7.76 (d, J=3.3 Hz, 2H), 7.62 (s, 1H), 7.58 (d, J=7.4 Hz, 1H), 7.44 (m, 2H), 3.46 (t, J=7.1 Hz, 2H), 3.02 (t, J=7.2 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450363B2
Source datasetuspto-grants-2013_05
ORD IDord-a758d8f2d6804a67903ebf1afb870f42
Source noteuspto-grants-2013_05