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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626329Generated: October 29, 2026

Triphenylphosphine → HCID 178453991, compound

https://huagongshe.com/reaction/626329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant5-bromo-1H-indazoleHCID 761929—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 178418329HCID 178418329—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178453991HCID 178453991—

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 5-bromoindazole (15 g), tert-butyl trans-4-hydroxycyclohexylcarbamate (50 g) and triphenylphosphine (50 g) in THF was stirred at 0° C. for 15 minutes. To the reaction solution was added dropwise diisopropylazodicarboxylate (38.5 g) under nitrogen atmosphere at 0° C., and the mixture was stirred at 50° C. for 1 day. Then, the solvent was removed out, ethyl acetate (300 mL) and petroleum ether (90 mL) were added thereto, and the mixture was stirred at room temperature for 2 hours. The reaction solution was filtered, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:petroleum ether=1:80-1:15 as the eluting solvent) to give Compound Q11 (8.00 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309221B2
Source datasetuspto-grants-2016_04
ORD IDord-3b53bf733da24d24becb7b0d26c01d67
Source noteuspto-grants-2016_04