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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 969102Generated: October 29, 2026

Toluene → HCID 66661801, compound

https://huagongshe.com/reaction/969102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant(1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamineHCID 13822957—
ReactantHCID 66661505HCID 66661505—
ReactantHCID 178428694HCID 178428694—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
ProductHCID 66661801HCID 66661801—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 1′-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-3H-spiro[furo[3,4-c]pyridine-1,3′-pyrrolidin]-3-one (30 mg, 0.00007 mol), 3-methyl-1H-pyrazole (7.15 mg, 0.0000871 mol) in toluene (0.5 mL, 0.005 mol) and N,N-dimethylformamide (0.5 mL, 0.006 mol) were added (1S,2S)-N,N′-dimethylcyclohexane-1,2-diamine (2.1 mg, 0.000014 mol), copper(I) iodide (1 mg, 0.000007 mol), and potassium carbonate (21.1 mg, 0.000152 mol). The mixture was heated at 150 Celsius under microwave for 60 minutes. Then the mixture was cooled down to r.t. and filtered. The filtrate was diluted with methanol, and the desired compound was obtained by reversed phase prep-HPLC. MS (ESI): 415.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07304081B2
Source datasetuspto-grants-2007_12
ORD IDord-cc6573215c9249aa8ab1a79965a5a8a9
Source noteuspto-grants-2007_12