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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 883916Generated: November 1, 2026

5-Chloro-2-methyl-1,8-naphthyridine → N-{4-[4-(3-Methyl-benzyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamide

https://huagongshe.com/reaction/883916

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
ReactantN-{4-[2-Amino-4-(3-methyl-benzyloxy)-phenylsulfanyl]-phenyl}-acetamideHCID 67250731—
SolventEthanolHCID 702—
ProductN-{4-[4-(3-Methyl-benzyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamideHCID 67250116—

Reaction Steps

The product from Example 7d (18 mg, 0.085 mmol) was reacted in ethanol (1 mL) with the product from Example 39a (32 mg, 0.085 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 (14 mg, 26%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.97 (t, J=7.35 Hz, 3 H) 1.62-1.93 (m, 2 H) 2.02 (s, 3 H) 2.31 (s, 3 H) 2.99 (t, J=7.35 Hz, 2 H) 5.11 (s, 2 H) 6.30 (d, J=6.99 Hz, 1 H) 6.97-7.33 (m, 8 H) 7.34-7.50 (m, 3 H) 7.80 (d, J=8.82 Hz, 1 H) 8.36 (d, J=6.99 Hz, 1 H) 8.97 (d, J=8.82 Hz, 1 H) 9.97 (s, 1 H) 11.01 (s, 1 H) 14.36 (s, 1 H); MS (ESI+) m/z 549 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08236950B2
Source datasetuspto-grants-2012_08
ORD IDord-6d0c3fbdef2f420e9df2f11d50e8b90d
Source noteuspto-grants-2012_08