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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197884Generated: October 31, 2026

5-Chloro-2-methyl-1,8-naphthyridine → 4-[4-(4-Chloro-benzyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol

https://huagongshe.com/reaction/2197884

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
ReactantHCID 68461220HCID 68461220—
Product4-[4-(4-Chloro-benzyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenolHCID 68461178—

Reaction Steps

The product from Example 1d (100 mg, 0.559 mmol) was reacted with the product from Example 143a (224 mg, 0.559 mmol) for 18 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 (mg, %). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.77 (s, 3H), 5.16 (s, 2H), 6.26 (d, J=6.99 Hz, 1H), 6.65 (d, J=8.46 Hz, 2H), 7.09-7.24 (m, 5H), 7.37-7.44 (m, 3H), 7.51 (s, 1H), 7.81 (d, J=8.82 Hz, 1H), 8.40 (d, J=6.99 Hz, 1H), 8.99 (d, J=8.82 Hz, 1H), 9.80 (s, 1H), 11.04 (s, 1H); MS (ESI+) m/z 500 (M+H−TFA)+; (ESI−) m/z 498 (M−H−TFA)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-6dc43bc36b104a818ae7df0edfe76f07
Source noteuspto-grants-2012_12