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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77411Generated: October 29, 2026

Tetrahydrofuran → 4-Cyclopropylmethoxy-N-methyl-N-((S)-6-{[(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide

https://huagongshe.com/reaction/77411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant4-AminomethyltetrahydropyranHCID 2773210—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant4-cyclopropylmethoxy-N-((S)-6-formyl-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methylbenzamideHCID 86762747—
SolventAcetic AcidHCID 176—
Product4-Cyclopropylmethoxy-N-methyl-N-((S)-6-{[(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)benzamideHCID 46869133—

Reaction Steps

To a mixture of 4-cyclopropylmethoxy-N—((S)-6-formyl-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methylbenzamide (0.20 g), THF (5 ml), C-(tetrahydropyran-4-yl)methylamine (63 mg) and acetic acid (33 mg) was added polymer-bound sodium cyanoborohydride (0.55 mmol), and the suspension was shaken at room temperature for 12 hours. The polymer was filtered off with suction and the filtrate was concentrated. The residue was purified by preparative HPLC. The product was thus obtained with the monoisotopic molecular weight of 462.29 (C28H38N2O3); MS (ESI): 463.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841290B2
Source datasetuspto-grants-2014_09
ORD IDord-1fbbb48526a94d23a85b6de44a3fc1dc
Source noteuspto-grants-2014_09