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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197739Generated: October 29, 2026

4-Chloro-1,8-naphthyridine → n-{4-[4-Methyl-2-([1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamide

https://huagongshe.com/reaction/2197739

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-1,8-naphthyridineHCID 12422524—
ReactantN-[4-(2-Amino-4-methyl-phenylsulfanyl)-phenyl]-acetamideHCID 43168935—
Productn-{4-[4-Methyl-2-([1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamideHCID 68461211—

Reaction Steps

The product from Example 16c (50 mg, 0.304 mmol) was reacted with the product from Example 18b (83 mg, 0.304 mmol) for 16 h following the procedure from Example 1g giving the crude title compound which was purified by HPLC with TFA providing the trifluoroacetic acid salt (29 mg, 24%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.04 (s, 3H), 2.35 (s, 3H), 6.34 (d, J=6.99 Hz, 1H), 7.17 (d, J=7.72 Hz, 1H), 7.23 (d, J=8.46 Hz, 2H), 7.28-7.34 (m, 2H), 7.49 (d, J=8.82 Hz, 2H), 7.90 (dd, J=8.46, 4.41 Hz, 1H), 8.48 (d, J=6.99 Hz, 1H), 9.11 (dd, J=8.46, 1.47 Hz, 1H), 9.17 (dd, J=4.41, 1.47 Hz, 1H), 10.04 (s, 1H), 11.12 (s, 1H); MS (ESI+) m/z 401 (M+H)+, (ESI−) m/z 399 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-a05f82a7b60e4d8ea2aef57558e440ce
Source noteuspto-grants-2012_12