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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1013034Generated: October 31, 2026

Triphenylphosphine → 4-[4-(5-Cyclohexylcarbamoyl-3-methylpyrazol-1-yl)phenoxy]piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1013034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant2-(4-Hydroxyphenyl)-5-methyl-2H-pyrazole-3-carboxylic acid cyclohexylamideHCID 58256811—
SolventTetrahydrofuranHCID 8028—
Product4-[4-(5-Cyclohexylcarbamoyl-3-methylpyrazol-1-yl)phenoxy]piperidine-1-carboxylic acid tert-butyl esterHCID 58948774—

Reaction Steps

To a solution of 2-(4-hydroxyphenyl)-5-methyl-2H-pyrazole-3-carboxylic acid cyclohexylamide (300 mg, 1.00 mmol) and triphenylphosphine (291 mg, 1.11 mmol) in tetrahydrofuran (5 mL) was added 1-tert-butoxycarbonyl-4-hydroxypiperidine (221 mg, 1.10 mmol) followed by dropwise addition of diisopropylazodicarboxylate (216 μL, 1.10 mmol). The solution was stirred at room temperature overnight, concentrated and dissolved in ethyl acetate. The ethyl acetate was washed with water, dried (MgSO4) and concentrated to give the crude product in quantitative yield. LC-MS (C27H38N4O4 calculated 482) m/z 483 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07981896B2
Source datasetuspto-grants-2011_07
ORD IDord-36330e5118a346319ebce1cc2cc1a891
Source noteuspto-grants-2011_07