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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358640Generated: October 31, 2026

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

https://huagongshe.com/reaction/2358640

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
Reactant3-(2-Amino-4-methyl-phenylsulfanyl)-N,N-dimethyl-benzamideHCID 68460831—
ProductN,N-Dimethyl-3-[4-methyl-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-benzamideHCID 68456354—

Reaction Steps

The product from Example 88b (0.175 g, 0.610 mmol) was reacted with the product from Example 1d (0.109 g, 0.61 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 salt (0.1552 g, 45%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.40 (s, 3H) 2.75 (s, 6H) 2.92 (s, 3H) 6.34 (d, J=6.99 Hz, 1H) 7.11-7.53 (m, 7H) 7.76 (d, J=8.82 Hz, 1H) 8.39 (d, J=6.99 Hz, 1H) 8.94 (d, J=8.82 Hz, 1H); MS (ESI+) m/z 429.0 (M+H)+; (ESI−) m/z 427.0 (M−H)−

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763731B2
Source datasetuspto-grants-2010_07
ORD IDord-d217194cec3d418aac12faaee2e3c78c
Source noteuspto-grants-2010_07