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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 883914Generated: November 2, 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/883914

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 7d (30 mg, 0.17 mmol) was reacted in ethanol (1 mL) with the product from Example 38c (53 mg, 0.17 mmol) for 18 h following the procedure from Example 7g 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, 3 H) 2.76 (s, 3 H), 5.23 (s, 2 H), 6.32 (d, J=6.99 Hz, 1 H), 7.18 (d, J=8.46 Hz, 2 H) 7.23 (dd, J=8.82, 2.57 Hz, 1 H), 7.31 (d, J=2.57 Hz, 1 H), 7.38 (d, J=8.82 Hz, 1 H) 7.45 (d, J=8.82 Hz, 2 H), 7.80 (d, J=8.46 Hz, 1 H), 8.41 (d, J=6.99 Hz, 1 H) 8.96 (d, J=8.46 Hz, 1 H), 10.01 (s, 1 H), 11.04 (s, 1 H), 14.42 (s, 1 H); MS (ESI+) m/z 456 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08236950B2
Source datasetuspto-grants-2012_08
ORD IDord-45cfa75af39147a1a24fc12c5cbce43c
Source noteuspto-grants-2012_08