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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930221Generated: October 31, 2026

Sodium hydride → HCID 57652582, compound

https://huagongshe.com/reaction/1930221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
Reactant7-bromo-6-fluoro-2-(4-methoxybenzyl)isoquinolin-1(2H)-oneHCID 59818257—
SolventDimethylacetamideHCID 31374—
ProductHCID 57652582HCID 57652582—

Reaction Steps

126 mg (0.625 mmol) of 4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester were dissolved in 2.5 mL of dimethylacteamide and 30 mg (0.75 mmol) of NaH (60% purity) were added at room temperature. After 15 minutes 181 mg (0.5 mmol) of 7-bromo-6-fluoro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (313) were added and stirring was continued at room temperature. After 5.5 h the solvent was removed i. vac. After adding saturated sodium bicarbonatesodium bicarbonate solution, the mixture was extracted twice with dichloromethane. The organic layers were dried with MgSO4 and evaporated. After final purification by preparative HPLC, 182 mg of the product could be isolated. Rt=1.93 min (Method C). Detected mass: 543.5/545.5 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188117B2
Source datasetuspto-grants-2012_05
ORD IDord-7999c2aaa4714c91aad27fb660bd1dbe
Source noteuspto-grants-2012_05