Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358688Generated: November 1, 2026

5-Chloro-2-methyl-1,8-naphthyridine → 4-(4-chloro-2-(7-methyl-1,8-naphthyridin-4-ylamino)phenoxy)-N-propylbenzamide

https://huagongshe.com/reaction/2358688

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
Reactant4-(2-amino-4-chlorophenoxy)-N-propylbenzamideHCID 68459620—
Product4-(4-chloro-2-(7-methyl-1,8-naphthyridin-4-ylamino)phenoxy)-N-propylbenzamideHCID 68458362—

Reaction Steps

The product from Example 1d (111 mg, 0.62 mmol) was reacted with the product from Example 127b (190 mg, 0.62 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 (45.9 mg, 13%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.86 (t, J=7.54 Hz, 3 H) 1.39-1.60 (m, 2 H) 2.72 (s, 3 H) 3.08-3.26 (m, 2 H) 6.72 (d, J=6.99 Hz, 1 H) 6.96 (d, J=8.82 Hz, 2H) 7.29 (d, J=8.82 Hz, 1 H) 7.61 (dd, J=8.82, 2.57 Hz, 1 H) 7.69-7.80 (m, 4 H) 8.34 (t, J=5.52 Hz, 1H) 8.53 (d, J=6.99 Hz, 1 H) 8.82 (d, J=8.46 Hz, 1 H) 10.91 (s, 1 H) 14.55 (s, 1H); MS (ESI+) m/z 447 (M+H−TFA)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763731B2
Source datasetuspto-grants-2010_07
ORD IDord-6df120619af143768900fef3cd577ebc
Source noteuspto-grants-2010_07