Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193329Generated: October 31, 2026

Sodium Hydroxide → HCID 59597674, compound

https://huagongshe.com/reaction/1193329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactanttert-Butyl (1-(pyridin-4-yl)piperidin-4-yl)methylcarbamateHCID 20801237—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantOxolane--water (1/1)HCID 21881883—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59597674HCID 59597674—

Reaction Steps

A solution of tert-butyl (1-(pyridin-4-yl)piperidin-4-yl)methylcarbamate (180 mg, 0.618 mmol, 1 eq) in THF (4 ml) was added dropwise at 0° C. to a suspension of LAH (188 mg, 4.94 mmol, 8 eq) in THF (4 ml) and heated for 16 h at boiling temperature. The reaction mixture was hydrolyzed with H2O:THF (9:1, 2 ml) and 10% NaOH solution (0.4 ml) at 0° C., diluted with THF (25 ml) and stirred for 1 h at RT. The reaction mixture was filtered over Celite and the filtrate was concentrated under reduced pressure. The resulting amine was used in the following stage without being purified further. Yield: 150 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680159B2
Source datasetuspto-grants-2014_03
ORD IDord-75ed86f6b82b416aa6c97daaa367e55f
Source noteuspto-grants-2014_03