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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198006Generated: October 29, 2026

5-Chloro-2-methyl-1,8-naphthyridine → N-{4-[4-(2-Methyl-allyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamide

https://huagongshe.com/reaction/2198006

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
ReactantN-{4-[2-Amino-4-(2-methyl-allyloxy)-phenylsulfanyl]-phenyl}-acetamideHCID 68460644—
SolventEthanolHCID 702—
ProductN-{4-[4-(2-Methyl-allyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamideHCID 68460593—

Reaction Steps

The product from Example 1d (30 mg, 0.17 mmol) was reacted in ethanol (1 mL) with the product from Example 234a (55 mg, 0.17 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 salt (12 mg, 25%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.76 (s, 3H) 2.02 (s, 3H), 2.75 (s, 3H), 4.52 (s, 2H), 4.98 (s, 1H), 5.05 (s, 1H), 6.30 (d, J=7.35 Hz, 1H), 7.04-7.19 (m, 4H), 7.36 (s, 1H), 7.41 (d, J=8.46 Hz, 2H) 7.78 (d, J=8.82 Hz, 1H), 8.37 (d, J=6.99 Hz, 1H), 8.94 (d, J=8.46 Hz, 1H) 9.97 (s, 1H, ) 10.99 (s, 1H), 14.33 (s, 1H); MS (ESI+) m/z 471 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-dec67ff49d984b40a9ae6b166218ade9
Source noteuspto-grants-2012_12