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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197880Generated: November 1, 2026

4-Chloro-1,8-naphthyridine → 4-[4-(4-Chloro-benzyloxy)-2-([1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol

https://huagongshe.com/reaction/2197880

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-1,8-naphthyridineHCID 12422524—
ReactantHCID 68461220HCID 68461220—
Product4-[4-(4-Chloro-benzyloxy)-2-([1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenolHCID 68460790—

Reaction Steps

The product from Example 16c (50 mg, 0.30 mmol) was reacted with the product from Example 143a (107 mg, 0.30 mmol) for 24 h following the procedure from Example 1g giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid (50 mg, 27%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 5.14 (s, 2H) 6.31 (d, J=7.36 Hz, 1H) 6.64 (d, J=8.82 Hz, 2H) 7.05-7.40 (m, J=8.46 Hz, 4H) 7.46 (m, J=5.52 Hz, 3H) 7.93 (m, J=4.41 Hz, 1H) 8.48 (d, J=6.98 Hz, 1H) 9.17 (m, J=1.47 Hz, J=5.88 Hz, 3H) 9.79 (s, 1H) 11.15 (br s, 1H) 14.54 (br s, 1H); MS (ESI+) m/z, 486 (M+H−TFA)+; (ESI−) m/z, 484 (M−H−TFA)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-b5425b2a83284544bf0cc40435ee6884
Source noteuspto-grants-2012_12