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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275560Generated: October 31, 2026

Imidazole → HCID 66661936, compound

https://huagongshe.com/reaction/2275560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant(1S,2S)-(+)-N,N'-Dimethylcyclohexane-1,2-diamineHCID 13822957—
ReactantHCID 66661505HCID 66661505—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
ProductHCID 66661936HCID 66661936—

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), 1H-Imidazole, 2-methyl- (7.15 mg, 0.0000871 mol) in N,N-dimethylformamide (1 mL, 0.01 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 cesium carbonate (49.7 mg, 0.000152 mol). The mixture was microwaved at 200 Celsius for 60 minutes. Then the mixture was cooled down to r.t, and filtered. The filtrate was adjusted to be acidic using TEA and stirred for 30 minutes, then diluted with methanol and purified by revised phase prep-HPLC followed by chiral HPLC to afford the desired compound, MS (ESI): 451.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126927B2
Source datasetuspto-grants-2015_09
ORD IDord-c95492d79f974641aa0638b45fa93508
Source noteuspto-grants-2015_09