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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557841Generated: October 31, 2026

Toluene → HCID 66661862, compound

https://huagongshe.com/reaction/557841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant1H-IndazoleHCID 9221—
ReactantPotassium Phosphate, TribasicHCID 62657—
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 66661862HCID 66661862—

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-Indazole (10.3 mg, 0.0000871 mol) in toluene (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 potassium phosphate (32.4 mg, 0.000152 mol) in a sealed vial. The mixture was microwaved at 150 Celsius 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 revised phase prep-HPLC. MS (ESI): 451.1 (M+H+). The enantiomers were separated by chiral HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058288B2
Source datasetuspto-grants-2011_11
ORD IDord-d55774423f514371a2e3c036efa6e811
Source noteuspto-grants-2011_11