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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198002Generated: October 29, 2026

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

https://huagongshe.com/reaction/2198002

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
ReactantN-[4-(2-Amino-4-cyanomethoxy-phenylsulfanyl)-phenyl]-acetamideHCID 67249992—
SolventEthanolHCID 702—
ProductN-{4-[4-Cyanomethoxy-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamideHCID 67249372—

Reaction Steps

The product from Example 1d (30 mg, 0.17 mmol) was reacted in ethanol (1 mL) with the product from Example 232c (53 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 (9 mg, 19%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.03 (s, 3H) 2.76 (s, 3H), 5.23 (s, 2H), 6.32 (d, J=6.99 Hz, 1H), 7.18 (d, J=8.46 Hz, 2H) 7.23 (dd, J=8.82, 2.57 Hz, 1H), 7.31 (d, J=2.57 Hz, 1H), 7.38 (d, J=8.82 Hz, 1H) 7.45 (d, J=8.82 Hz, 2H), 7.80 (d, J=8.46 Hz, 1H), 8.41 (d, J=6.99 Hz, 1H) 8.96 (d, J=8.46 Hz, 1H), 10.01 (s, 1H), 11.04 (s, 1H), 14.42 (s, 1H); MS (ESI+) m/z 456 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-eb3892427c3f45b48e571cef3a8676ca
Source noteuspto-grants-2012_12