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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749218Generated: October 27, 2026

2,4-Difluorobenzylamine → 2-adamantan-1-yl-N-[2-(2,4-difluoro-benzyl)-1-oxo-1,2,3,4-tetrahydro-isoquinolin-5-yl]-acetamide

https://huagongshe.com/reaction/749218

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluorobenzylamineHCID 2733244—
Reactant2-adamantan-1-yl-N-(1-oxo-isochroman-5-yl)-acetamideHCID 59752031—
Product2-adamantan-1-yl-N-[2-(2,4-difluoro-benzyl)-1-oxo-1,2,3,4-tetrahydro-isoquinolin-5-yl]-acetamideHCID 2506333136.5%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 2-adamantan-1-yl-N-(1-oxo-isochroman-5-yl)-acetamide (39 mg, 0.115 mmol) and 2,4-difluorobenzylamine (99 mg, 0.689 mmol) was heated at 160° C. for 40 h. The reaction vessel was cooled to room temperature and the solvents removed under reduced pressure. The crude product was purified by prep. HPLC to afford 2-adamantan-1-yl-N-[2-(2,4-difluoro-benzyl)-1-oxo-1,2,3,4-tetrahydro-isoquinolin-5-yl]-acetamide (19.2 mg, 0.042 mmol, 36%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402596B2
Source datasetuspto-grants-2008_07
ORD IDord-0be5dc4c6a3e48d3a136c45357863bb7
Source noteuspto-grants-2008_07