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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894923Generated: October 31, 2026

(S)-1-(3,4-Dimethoxybicyclo(4.2.0)octa-1,3,5-trien-7-yl)-N-methylmethanamine → Ivabradine

https://huagongshe.com/reaction/1894923

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-1-(3,4-Dimethoxybicyclo(4.2.0)octa-1,3,5-trien-7-yl)-N-methylmethanamineHCID 11499437—
Reactant3-(7,8-Dimethoxy-2-oxo-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-propionaldehydeHCID 20144184—
ProductIvabradineHCID 132999—

Reaction Conditions

Temperature85 °C

Reaction Steps

1 mmol of [(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]-N-methylmethanamine and 1 mmol of 3-(7,8-dimethoxy-2-oxo-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)propanal are introduced into a clean and dry stainless-steel autoclave under an argon atmosphere. The mixture is degassed by three vacuum/argon cycles and 3 mL of distilled and degassed ethanol are added. The solution is stirred at 85° C. for one hour. The iron complex (5 mol %) is added under argon. The autoclave is then placed under hydrogen pressure (5 bars) and the reaction mixture is stirred at 85° C. for 16 hours and then the autoclave is returned to ambient temperature and decompressed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513410B2
Source datasetuspto-grants-2013_08
ORD IDord-b3d3321b184e400882c5d3eae47eac2c
Source noteuspto-grants-2013_08