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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 969103Generated: October 30, 2026

Toluene → HCID 66661862, compound

https://huagongshe.com/reaction/969103

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 numberUS07304081B2
Source datasetuspto-grants-2007_12
ORD IDord-8e0fcef0eb9f4f089e34b6fc323ef75c
Source noteuspto-grants-2007_12