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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425036Generated: November 3, 2026

Thionyl Chloride → tert-Butyl 5-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-1,3-dihydro-2H-isoindole-2-carboxylate

https://huagongshe.com/reaction/1425036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactanttert-butyl 5-amino-2,3-dihydro-1H-isoindole-2-carboxylateHCID 22591361—
Reactant4-chloro-5-ethyl-1H-imidazole-2-carboxylic acidHCID 67548929—
SolventPyridineHCID 1049—
Producttert-Butyl 5-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-1,3-dihydro-2H-isoindole-2-carboxylateHCID 6754979864%

Reaction Steps

The same operation as in Example (91c) was performed using 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid (410 mg, 2.36 mmol), thionyl chloride (5 mL), tert-butyl 5-amino-1,3-dihydro-2H-isoindole-2-carboxylate (described in Andronati, S. A.; Krys'ko, A. A.; Chugunov, B. M.; Kabanova, T. A.; Artemenko, A. G.; Russ. J. Org. Chem., 42, 8, 2006, 1174-1182, 0.94 g, 4 mmol) and pyridine (5 mL), to obtain 619 mg of the title compound as a white solid (64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-274d9d009e4a4f21bc9b9d383184193c
Source noteuspto-grants-2015_01