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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678677Generated: November 1, 2026

N,N,N',N'-Tetramethylazodicarboxamide → [Rac]-1-(4-{2-[2-(4-chloro-phenyl)-2h-indazol-3-yl]-2-cyclohexyl-ethoxy}-phenoxy)-cyclopropanecarboxylic acid methyl ester

https://huagongshe.com/reaction/1678677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N,N',N'-TetramethylazodicarboxamideHCID 4278—
ReactantTributylphosphineHCID 13831—
ReactantHCID 67131197HCID 67131197—
ReactantHCID 67131209HCID 67131209—
SolventTetrahydrofuranHCID 8028—
Product[Rac]-1-(4-{2-[2-(4-chloro-phenyl)-2h-indazol-3-yl]-2-cyclohexyl-ethoxy}-phenoxy)-cyclopropanecarboxylic acid methyl esterHCID 45111663—

Reaction Steps

In analogy to the procedure described in example 29.2, 2-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-2-cyclohexyl-ethanol (example 29.1) was reacted with 1-(4-hydroxy-phenoxy)-cyclopropanecarboxylic acid methyl ester (Hazeldine, Stuart T.; Polin, Lisa; Kushner, Juiwanna; White, Kathryn; Corbett, Thomas H.; Horwitz, Jerome P. Bioorganic & Medicinal Chemistry (2005), 13(12), 3910-3920) in the presence of tri-n-butylphosphine and N,N,N′,N′-tetramethylazodicarboxamide in THF at ambient temperature to give the title compound as off-white solid. MS: m/e=545.3 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008505B2
Source datasetuspto-grants-2011_08
ORD IDord-76b203b3588e40f5b91fa3ec969af34d
Source noteuspto-grants-2011_08