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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59307Generated: October 29, 2026

Cyclopropanecarbonyl chloride → methyl 4-(3-(2-chloro-5-(cyclopropane carboxamidomethyl)phenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)benzoate

https://huagongshe.com/reaction/59307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantDiisopropylethylamineHCID 81531—
Reactantmethyl 4-(3-(5-(aminomethyl)-2-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)benzoate hydrochlorideHCID 136492393—
SolventTetrahydrofuranHCID 8028—
Productmethyl 4-(3-(2-chloro-5-(cyclopropane carboxamidomethyl)phenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)benzoateHCID 13649280293.7%

Reaction Steps

The title compound was prepared by following the procedure as described for step-2 of Intermediate-30 by using methyl 4-(3-(5-(aminomethyl)-2-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)benzoate hydrochloride (0.250 g, 0.5 mmol), cyclopropane carbonyl chloride (0.108 g, 1.0 mmol), DIPEA (2.0 mL), THF (10 mL) to afford 0.200 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 1.05 (s, 2H), 1.60 (m, 2H), 3.14 (m, 1H), 3.87 (s, 3H), 4.33 (d, J=5.7 Hz, 2H), 7.41-7.61 (m, 4H), 8.11-8.17 (m, 3H), 8.69 (m, 1H), 12.65 (br s, 1H); MS (m/z): 427.14 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-f2894a96e906475b8b9c7b4c8b478685
Source noteuspto-grants-2016_09