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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363382Generated: October 30, 2026

4-Acetamido-3-chlorobenzoic acid → 1-[2-(4-Acetylamino-3-chloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/2363382

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Acetamido-3-chlorobenzoic acidHCID 680951—
Reactant1-[2-(4-Amino-3-chloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl esterHCID 53693425—
Product1-[2-(4-Acetylamino-3-chloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic acid tert-butyl esterHCID 5369861077%

Reaction Steps

Prepared from 95 and 4-acetylamino-3-chlorobenzoic acid according to the method used for 96a to afford the title compound as a white solid (9.18 g, 77% yield) 1H-NMR (500 MHz, CD3OD) δ 1.30-1.62 (m, 12H), 1.85-2.16 (m, 3H), 2.16-2.44 (m, 1H), 2.27 (s, 3H), 3.47-3.83 (m, 2H), 4.34-4.54 (m, 1H), 4.89 (m, 1H), 7.27-7.39 (m, 1H), 7.59-7.71 (m, 2H), 7.83-7.97 (m, 1H), 8.47 (d, 1H). Analytical HPLC 9.43 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691848B2
Source datasetuspto-grants-2014_04
ORD IDord-b3932b1228ef43dfa229b1067819df51
Source noteuspto-grants-2014_04