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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197860Generated: November 2, 2026

5-Chloro-2-propyl-[1,8]naphthyridine → 4-[4-Chloro-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenoxy]-N-(2-methoxy-ethyl)-benzamide

https://huagongshe.com/reaction/2197860

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-propyl-[1,8]naphthyridineHCID 44140176—
Reactant4-(2-amino-4-chlorophenoxy)-N-(2-methoxyethyl)benzamideHCID 67249338—
Product4-[4-Chloro-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenoxy]-N-(2-methoxy-ethyl)-benzamideHCID 68459158—

Reaction Steps

The product from Example 2g (75 mg, 0.36 mmol) was reacted with the product from Example 126e (116 mg, 0.36 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 (101.7 mg, 46%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.95 (t, J=7.35 Hz, 3H) 1.70-1.90 (m, 2H) 2.90-3.01 (m, 2H) 3.24 (s, 3H) 3.32-3.47 (m, 4H) 6.73 (d, J=6.99 Hz, 1H) 6.98 (d, J=8.82 Hz, 2H) 7.29 (d, J=8.82 Hz, 1H) 7.61 (dd, J=8.82, 2.57 Hz, 1H) 7.71-7.81 (m, 4H) 8.42 (t, J=4.78 Hz, 1H) 8.53 (d, J=6.99 Hz, 1H) 8.85 (d, J=8.82 Hz, 1H) 10.92 (s, 1H) 14.57 (s, 1H); MS (ESI+) m/z 491 (M+H−TFA)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-8b332404610949f8adbad6390764e902
Source noteuspto-grants-2012_12