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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022875Generated: October 26, 2026

Tert-butyl 4-hydroxypiperidine-1-carboxylate → 4-[4-(4,4,4-Trifluoro-butyl)-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1022875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
ReactantN-carboxylatoiminocarbamateHCID 51573101—
Reactant6-Hydroxy-4-(4,4,4-trifluoro-butyl)-isoquinolineHCID 136092899—
SolventTetrahydrofuranHCID 8028—
Product4-[4-(4,4,4-Trifluoro-butyl)-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl esterHCID 5764686026.8%

Reaction Steps

100 mg of compound 88, 118 mg of Boc-(4-hydroxy)piperidine and 416 mg of Diphenyl-[4-[1H,1H,2H,2H-perfluorodecyl]phenyl]phosphine were dissolved in 5 mL of dry tetrahydrofuran. 208 mg of Bis (1H, 2H, 2H, 3H, 3H-perfluorononyl)-azodicarboxylate were added and the reaction was allowed to stir overnight. The mixture was evaporated to dryness and filtered over a 5 g Fluoro-Flash cartridge. The obtained crude product was purified by preparative HPLC to yield 46 mg of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722671B2
Source datasetuspto-grants-2014_05
ORD IDord-7bd940f400c241d9aba34bb1efc3f850
Source noteuspto-grants-2014_05