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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197953Generated: October 31, 2026

5-Chloro-2-propyl-[1,8]naphthyridine → [3-(4-Bromo-benzyloxy)-5-chloro-phenyl]-(7-propyl-[1,8]naphthyridin-4-yl)-amine

https://huagongshe.com/reaction/2197953

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-propyl-[1,8]naphthyridineHCID 44140176—
Reactant3-(4-Bromo-benzyloxy)-5-chloro-phenylamineHCID 68461198—
Product[3-(4-Bromo-benzyloxy)-5-chloro-phenyl]-(7-propyl-[1,8]naphthyridin-4-yl)-amineHCID 68460460—

Reaction Steps

The product from Example 2g (100 mg, 0.39 mmol) was reacted with the product from Example 196b (120 mg, 0.39 mmol) for 22 h following the procedure from Example 1g giving the crude title compound which was purified by trituration with EtOAc providing the title compound (1990 mg, 100%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.96 (t, J=7.4 Hz, 3H), 1.83 (sextet, J=7.4 Hz, 2H), 2.97 (t, J=7.4 Hz, 2H), 5.18 (s, 2H), 6.91 (d, J=6.7 Hz, 1H), 7.05-7.17 (m, 3H), 7.43 (d, J=8.4 Hz, 2H), 7.63 (d, J=8.4 Hz, 2H), 7.73 (d, J=8.5 Hz, 1H), 8.51 (d, J=6.7 Hz, 1H), 9.05 (d, J=8.5 Hz, 1H); MS (ESI+) m/z 482, 484, 486 (M+H)+, (ESI−) m/z 480, 482, 484 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-0a8a4cb02ed4474fba7a1053d0fae150
Source noteuspto-grants-2012_12