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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736401Generated: October 25, 2026

4-((4-((((3-Isopropyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)carbonyl)amino)methyl)piperidin-1-yl)methyl)tetrahydro-2H-pyran-4-carboxylic acid → Tert-butyl 4-(aminomethyl)oxane-4-carboxylate

https://huagongshe.com/reaction/736401

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-((4-((((3-Isopropyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)carbonyl)amino)methyl)piperidin-1-yl)methyl)tetrahydro-2H-pyran-4-carboxylic acidHCID 11712263—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
ProductTert-butyl 4-(aminomethyl)oxane-4-carboxylateHCID 67232834165.8%

Reaction Steps

A mixture of tert-butyl 4-cyanotetrahydro-2H-pyran-4-carboxylate (18.95 g, 0.0897 mol, step 1) and Raney Ni (1.00 g) in methanol (200 mL) was hydrogenated (3 atm) at room temperature for 12 h. Then, the mixture was filtered through a pad of Celite, and the filtrate was concentrated in vacuo to give 16.01 g (83%) of the title compound as a yellow syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595329B2
Source datasetuspto-grants-2009_09
ORD IDord-2eb95bd1651e48eabbf46abd2249888b
Source noteuspto-grants-2009_09