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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358839Generated: October 29, 2026

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

https://huagongshe.com/reaction/2358839

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
ReactantN-[4-(2-Amino-4-benzyloxy-phenylsulfanyl)-phenyl]-acetamideHCID 68460688—
SolventEthanolHCID 702—
ProductN-{4-[4-Benzyloxy-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamideHCID 68456648—

Reaction Steps

The product from Example 1d (30 mg, 0.17 mmol) was reacted in ethanol (1 mL) with the product from Example 233a (62 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 (24 mg, 47%). 1H NMR (300 MHz, DMSO-d6) ppm: 2.02 (s, 3 H) 2.75 (s, 3 H) 5.15 (s, 2 H) 6.29 (d, J=7.35 Hz, 1 H) 7.12 (d, J=8.82 Hz, 2 H) 7.16-7.27 (m, 2 H) 7.29-7.52 (m, 8 H) 7.78 (d, J=8.82 Hz, 1 H) 8.36 (d, J=6.99 Hz, 1 H) 8.94 (d, J=8.82 Hz, 1 H) 9.97 (s, 1 H) 11.00 (s, 1 H) 14.34 (s, 1 H); MS (ESI+) m/z 507 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763731B2
Source datasetuspto-grants-2010_07
ORD IDord-96e4fbc3a9b8487e9976c6a538dc7e99
Source noteuspto-grants-2010_07