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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593883Generated: October 26, 2026

4-Iodo-2-(quinoxaline-5-sulfonylamino)benzoic acid → (S)-3-(3-Bromo-4-fluoro-phenyl)-2-[4-iodo-2-(quinoxaline-5-sulfonylamino)-benzoylamino]-propionic acid methyl ester

https://huagongshe.com/reaction/1593883

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Iodo-2-(quinoxaline-5-sulfonylamino)benzoic acidHCID 16090758—
Reactant(S)-2-amino-3-(3-bromo-4-fluoro-phenyl)-propionic acid methyl ester hydrochlorideHCID 68768499—
Product(S)-3-(3-Bromo-4-fluoro-phenyl)-2-[4-iodo-2-(quinoxaline-5-sulfonylamino)-benzoylamino]-propionic acid methyl esterHCID 58999870—

Reaction Steps

4-Iodo-2-(quinoxaline-5-sulfonylamino)-benzoic acid was coupled to (S)-2-amino-3-(3-bromo-4-fluoro-phenyl)-propionic acid methyl ester hydrochloride as in EXAMPLE 1, Part C, to afford the title compound. HPLC: RT=10.30 min. MS (ESI+): mass calcd. for C25H19BrFIN4O5S, 713.32; m/z found, 713/715 [M+H]+. 1H NMR (500 MHz, CDCl3): 11.09 (s, 1H), 8.99 (d, J=1.7, 1H), 8.92 (d, J=1.7, 1H), 8.58 (dd, J=7.3, 1.3, 1H), 8.33 (dd, J=8.5, 1.3, 1H), 8.09 (d, J=1.5, 1H), 7.90 (dd, J=8.3, 7.5, 1H), 7.30 (dd, J=8.2, 1.5, 1H), 7.25-7.23 (m, 1H), 7.05-6.98 (m, 1H), 6.98-6.90 (m, 2H), 6.43 (d, J=7.1, 1H), 4.90 (q, J=5.5, 1H), 3.81 (s, 3H), 3.20-3.08 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297816B2
Source datasetuspto-grants-2007_11
ORD IDord-6ed936b26e794e0d8d1608ce40fbf480
Source noteuspto-grants-2007_11