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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197776Generated: October 31, 2026

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

https://huagongshe.com/reaction/2197776

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
Reactant3-(2-Amino-4-methyl-phenylsulfanyl)-phenolHCID 57469906—
Product3-[4-Methyl-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenolHCID 24898187—

Reaction Steps

The product from Example 1d (277 mg, 1.56 mmol) was reacted with the product from Example 52b (245 mg, 1.56 mmol) for 5 h following the procedure from Example 1g giving the crude title compound which was purified by HPLC with TFA providing the trifluoroacetic acid salt (399 mg, 52%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.38 (s, 3H) 2.75 (s, 3H) 6.30 (d, J=6.99 Hz, 1H) 6.53-6.58 (m, 2H) 6.61 (d, J=8.09 Hz, 1H) 6.90-7.08 (m, 1H) 7.27-7.47 (m, 3H) 7.77 (d, J=8.46 Hz, 1H) 8.39 (d, J=6.99 Hz, 1H) 8.94 (d, J=8.82 Hz, 1H) 9.58 (s, 1H) 10.96 (s, 1H) 14.34 (s, 1H); MS (ESI+) m/z 374 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-89ff92050cee4bf1be8e2d47fb19745d
Source noteuspto-grants-2012_12