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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487100Generated: November 2, 2026

1-Aminocyclopropane-1-carboxylic acid → HCID 90224845, compound

https://huagongshe.com/reaction/1487100

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Aminocyclopropane-1-carboxylic acidHCID 535—
Reactant2-Bromo-5-iodo-1,3-dimethylbenzeneHCID 20748037—
Reactant3-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-eneHCID 53630274—
CatalystCopper iodideHCID 83717—
SolventDimethylacetamideHCID 31374—
ProductHCID 90224845HCID 9022484580%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2-bromo-5-iodo-1,3-dimethylbenzene (300 mg, 0.965 mmol), 1-aminocyclopropane carboxylic acid (195 mg, 1.93 mmol), copper iodide (I) (37 mg, 0.194 mmol), and diazabicycloundecene (0.50 mL, 3.35 mmol) in dimethylacetamide (2.6 mL) was stirred at 120° C. for three hours under nitrogen atmosphere. The reaction mixture was purified by silica gel column chromatography (Wakosil C18, acetonitrile-water (0.1% formic acid)) to afford 1-((4-bromo-3,5-dimethylphenyl)amino)cyclopropane carboxylic acid (219 mg, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428505B2
Source datasetuspto-grants-2016_08
ORD IDord-6a30c01b46a547c7ab7b3a1a7fa23fd8
Source noteuspto-grants-2016_08