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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358702Generated: October 31, 2026

5-Chloro-2-methyl-1,8-naphthyridine → 4-[4-(3-Bromo-benzyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol

https://huagongshe.com/reaction/2358702

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
Reactant4-[2-Amino-4-(3-bromo-benzyloxy)-phenylsulfanyl]-phenolHCID 66808268—
Product4-[4-(3-Bromo-benzyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenolHCID 68459013—

Reaction Steps

The product from Example 1d (57 mg, 0.319 mmol) was reacted with 4-[2-Amino-4-(3-bromo-benzyloxy)-phenylsulfanyl]-phenol (128 mg, 0.319 mmol) for 28 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 (118 mg, 56%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.76 (3H) 5.15 (s, 2H) 6.25 (d, J=6.99 Hz, 1H) 6.65 (d, J=8.46 Hz, 2H) 7.06-7.68 (m, 8H) 7.80 (d, J=8.46 Hz, 1H) 8.39 (d, J=6.99 Hz, 1H) 8.99 (d, J=8.45 Hz, 1H) 9.78 (s, 1H) 11.02 (br s, 1H) 14.39 (br s, 1H); MS (ESI+) m/z 544, 546 (M+H−TFA)+; (ESI−) m/z 542, 544 (M−H−TFA)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763731B2
Source datasetuspto-grants-2010_07
ORD IDord-e54b7d8c36ba4e7a83347e150d3212aa
Source noteuspto-grants-2010_07