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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21056Generated: October 25, 2026

4-Phenylpiperidin-4-ol → 4-Chloro-7-[1-(tert-butoxycarbonyl)-5-(4-hydroxy-4-phenylpiperidinomethyl)indol-2-yl]isoindolinone

https://huagongshe.com/reaction/21056

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Phenylpiperidin-4-olHCID 96387—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-Chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinoneHCID 86628227—
SolventDichloromethaneHCID 6344—
Product4-Chloro-7-[1-(tert-butoxycarbonyl)-5-(4-hydroxy-4-phenylpiperidinomethyl)indol-2-yl]isoindolinoneHCID 68492026—

Reaction Steps

In a similar manner to Step 1 of Example 56, 4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (20.0 mg, 0.0487 mmol) was dissolved in dichloromethane (0.5 mL). The solution was treated with 4-hydroxy-4-phenylpiperidine (35 mg, 0.20 mmol) and sodium triacetoxyborohydride (32 mg, 0.15 mmol) to obtain 4-chloro-7-[1-(tert-butoxycarbonyl)-5-(4-hydroxy-4-phenylpiperidinomethyl)indol-2-yl]isoindolinone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-5c558c79d2e94fe5bc0da5929fb555d3
Source noteuspto-grants-2010_06