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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271317Generated: October 25, 2026

2-Chloro-6-methylbenzoic acid → (2S)-2-(2-chloro-6-methyl-benzoylamino)-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl]propionic acid ethylester

https://huagongshe.com/reaction/271317

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-6-methylbenzoic acidHCID 88870—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant(2S)-2-amino-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl]propionic acid ethylester hydrochlorideHCID 66960581—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product(2S)-2-(2-chloro-6-methyl-benzoylamino)-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl]propionic acid ethylesterHCID 68456847—

Reaction Conditions

Temperature45 °C

Reaction Steps

The mixture of 88.2 mg of 2-chloro-6-methyl benzoic acid, 99.1 mg of 1-(3-dimehtylaminopropyl)-3-ethylcarbodiimide hydrochloride, 79.1 mg of 1-hydroxybenzotriazol hydrate, 107 μl of triethylamine, 100 mg of (2S)-2-amino-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl] propionic acid ethylester hydrochloride and 1 ml of dichloromethane was stirred at 45° C. overnight. The mixture was purified by silica gel chromatography to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452905B2
Source datasetuspto-grants-2008_11
ORD IDord-ec3a57bbe2fa426fb62dad6b2b7ac4f2
Source noteuspto-grants-2008_11