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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358560Generated: November 1, 2026

4-(2-Amino-4-methyl-phenylsulfanyl)-phenol → 4-[2-(7-Isobutyl-[1,8]naphthyridin-4-ylamino)-4-methyl-phenylsulfanyl]-phenol

https://huagongshe.com/reaction/2358560

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-Amino-4-methyl-phenylsulfanyl)-phenolHCID 66808123—
Reactant1,8-Naphthyridine, 5-chloro-2-(2-methylpropyl)-HCID 68460720—
Product4-[2-(7-Isobutyl-[1,8]naphthyridin-4-ylamino)-4-methyl-phenylsulfanyl]-phenolHCID 24897976—

Reaction Steps

The product from Example 12d (100 mg, 45.3 mmol) was reacted with the product from Example 4c (105 mg, 45.3 mmol) for 18 h following the procedure from Example 1g giving the title compound after purification of the crude product by HPLC with TFA as the trifluoroacetic acid salt (90 mg, 47%). 1H NMR (300 MHz, DMSO-d6) δ ppm 0.97 (d, J=6.62 Hz, 6H), 2.13-2.30 (m, 1H), 2.33 (s, 3H), 2.89 (d, J=6.99 Hz, 2H), 6.29 (d, J=6.99 Hz, 1H), 6.73 (d, J=8.46 Hz, 2H), 7.00 (d, J=8.09 Hz, 1H), 7.13-7.34 (m, 4H), 7.81 (d, J=8.46 Hz, 1H), 8.43 (d, J=6.99 Hz, 1H), 9.03 (d, J=8.46 Hz, 1H), 10.99 (br. s., 1H), 14.36 (br. s., 1H); MS (ESI+) m/z 416 (M+H)+; (ESI−) m/z 414 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763731B2
Source datasetuspto-grants-2010_07
ORD IDord-1945983d834546fa9338a58a8a4584f6
Source noteuspto-grants-2010_07