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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358712Generated: October 31, 2026

5-Chloro-2-propyl-[1,8]naphthyridine → 4-[4-(4-Chloro-benzyloxy)-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol

https://huagongshe.com/reaction/2358712

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-propyl-[1,8]naphthyridineHCID 44140176—
ReactantHCID 68461220HCID 68461220—
Product4-[4-(4-Chloro-benzyloxy)-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenolHCID 68459204—

Reaction Steps

The product from Example 2g (85 mg, 0.41 mmol) was reacted with the product from Example 143a (146 mg, 0.41 mmol) for 26 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 (89 mg, 68%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.98 (t, J=7.35 Hz, 3 H) 1.83 (sext, J=7.35 Hz, 2 H) 3.00 (dd, J=7.35 Hz, 2 H) 5.13 (s, 2 H) 6.27 (d, J=6.99 Hz, 1 H) 6.64 (d, J=8.82 Hz, 2 H) 7.05-7.25 (m, J=8.45 Hz, 4 H) 7.48 (m, 4 H) 7.83 (d, J=8.45 Hz, 1 H) 8.40 (d, J=6.99 Hz, 1 H) 9.00 (d, J=8.46 Hz, 1 H) 9.78 (s, 1 H) 11.03 (br s, 1 H) 14.40 (br s,1 H); MS (ESI+) m/z, 528, 530 (M+H−TFA)+; (ESI−) m/z, 526, 528 (M−H−TFA)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763731B2
Source datasetuspto-grants-2010_07
ORD IDord-1d818ca9d92a406eb718b0fff01c1203
Source noteuspto-grants-2010_07