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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2197820Generated: November 3, 2026

5-Chloro-2-propyl-[1,8]naphthyridine → 3-[4-Methyl-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol

https://huagongshe.com/reaction/2197820

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-2-propyl-[1,8]naphthyridineHCID 44140176—
Reactant3-(2-Amino-4-methyl-phenylsulfanyl)-phenolHCID 57469906—
Product3-[4-Methyl-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenolHCID 68459584—

Reaction Steps

The product from Example 2g (275 mg, 1.33 mmol) was reacted with the product from Example 52b (307 mg, 1.33 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 (305 mg, 45%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.97 (t, J=7.35 Hz, 3H) 1.75-1.94 (m, 2H) 2.38 (s, 3H) 2.98 (t, J=7.35 Hz, 2H) 6.30 (d, J=6.99 Hz, 1H) 6.49-6.66 (m, 3H) 6.91-7.04 (m, 1H) 7.29-7.44 (m, 3H) 7.79 (d, J=8.82 Hz, 1H) 8.39 (d, J=7.35 Hz, 1H) 8.96 (d, J=8.46 Hz, 1H) 9.57 (s, 1H) 10.95 (s, 1H) 14.34 (s, 1H); MS (ESI+) m/z 402 (M+H−TFA)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338605B2
Source datasetuspto-grants-2012_12
ORD IDord-49489c8e54e844a4a980888814fce881
Source noteuspto-grants-2012_12