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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197855Generated: November 2, 2026

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

https://huagongshe.com/reaction/2197855

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-methyl-1,8-naphthyridineHCID 12266372—
Reactant4-(2-amino-4-chlorophenoxy)-N-methoxy-N-methylbenzamideHCID 86615495—
Product4-(4-chloro-2-(7-methyl-1,8-naphthyridin-4-ylamino)phenoxy)-N-methoxy-N-methylbenzamideHCID 86615496—

Reaction Steps

The product from Example 1d (111 mg, 0.62 mmol) was reacted with the product from Example 128b (192 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 (50.9 mg, 15%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.72 (s, 3H) 3.19 (s, 3H) 3.42 (s, 3H) 6.71 (d, J=6.99 Hz, 1H) 6.94 (d, J=8.82 Hz, 2H) 7.36 (d, J=8.82 Hz, 1H) 7.50 (d, J=8.82 Hz, 2H) 7.63 (dd, J=8.82, 2.57 Hz, 1H) 7.72 (d, J=8.82 Hz, 1H) 7.75 (d, J=2.57 Hz, 1H) 8.53 (d, J=6.99 Hz, 1H) 8.81 (d, J=8.46 Hz, 1H) 10.88 (s, 1H) 14.46 (s, 1H); MS (ESI+) m/z 449 (M+H−TFA)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-caa6017c173049f8ba041341b7f685c2
Source noteuspto-grants-2012_12