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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593900Generated: October 25, 2026

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

https://huagongshe.com/reaction/1593900

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-2-(quinoxaline-5-sulfonylamino)benzoic acidHCID 16090778—
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-chloro-2-(quinoxaline-5-sulfonylamino)-benzoylamino]-propionic acid methyl esterHCID 58999897—

Reaction Steps

The title compound was prepared from 3-bromo-4-fluoro-L-phenylalanine methyl ester hydrochloride and 4-chloro-2-(quinoxaline-5-sulfonylamino)-benzoic acid as in Example 1, Part C. HPLC: RT=10.09 min. MS (ESI−): mass calcd. for C25H19BrClFN4O5S, 621.86; m/z found, 619/621 [M−H]−. 1H NMR (400 MHz, CDCl3): 11.24 (s, 1H), 8.98 (d, J=1.6, 1H), 8.92 (d, J=1.6, 1H), 8.58 (dd, J=7.3, 1.1, 1H), 8.33 (dd, J=8.5, 1.1, 1H), 7.92-7.86 (m, 1H), 7.76 (d, J=1.9, 1H), 7.28-7.25 (m, 1H), 7.19 (d, J=8.4, 1H), 7.06-6.94 (m, 2H), 6.92 (dd, J=8.4, 1.9, 1H), 6.48 (d, J=7.2, 1H), 4.92 (q, J=5.7, 1H), 3.81 (s, 3H), 3.22-3.09 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297816B2
Source datasetuspto-grants-2007_11
ORD IDord-bdbbc81a17ef406fb76df892f4eae079
Source noteuspto-grants-2007_11