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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947632Generated: October 28, 2026

Pyridine → 1-Methyl-1H-imidazole-4-sulfonic acid (4-chloro-benzyl)-(2-ethyl-1-oxo-2,3-dihydro-1H-isoindol-5-yl)-amide

https://huagongshe.com/reaction/1947632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant1-methyl-1H-imidazole-4-sulfonyl chlorideHCID 2736887—
ReactantHCID 67223272HCID 67223272—
SolventAcetonitrileHCID 6342—
Product1-Methyl-1H-imidazole-4-sulfonic acid (4-chloro-benzyl)-(2-ethyl-1-oxo-2,3-dihydro-1H-isoindol-5-yl)-amideHCID 49834530—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a stirred solution of 5-(4-Chloro-benzylamino)-2-ethyl-2,3-dihydro-isoindol-1-one (40 mg, 0.133 mmol) and pyridine (23 μM, 0.29 mmol) in dry acetonitrile (1 ml) was added 1-methyl-1H-imidazole-4-sulfonyl chloride (52 mg, 0.29 mmol) and the reaction heated to 150° C. in a microwave for 0.5 hrs. The reaction was filtered and purified by preparative HPLC (Method B) to afford the title compound as an off white solid (17 mg, 25%). HPLC retention time 4.00 min. Mass spectrum (ES+) m/z 445 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399481B2
Source datasetuspto-grants-2013_03
ORD IDord-1eabab13172e48e5a490ef452e7c0482
Source noteuspto-grants-2013_03