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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963801Generated: October 30, 2026

7,8-Dimethoxy-3-[3-(methylamino)propyl]-1,3-dihydro-2H-3-benzazepin-2-one → Ivabradine

https://huagongshe.com/reaction/1963801

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7,8-Dimethoxy-3-[3-(methylamino)propyl]-1,3-dihydro-2H-3-benzazepin-2-oneHCID 66657736—
Reactant(7S)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methyl methanesulphonateHCID 86659917—
ProductIvabradineHCID 132999—

Reaction Steps

By proceeding as in Example 7, starting from (7S)-(iodomethyl)-3,4-dimethoxybicyclo-[4.2.0]octa-1,3,5-triene (or from (7S)-(3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl)methyl methanesulphonate) and from 7,8-dimethoxy-3-[3-(methylamino)propyl]-1,3-dihydro-2H-3-benzazepin-2-one, there is obtained a compound which is hydrogenated by following the procedure described in patent specification EP 0 534 859 (Example 1, Step D) to yield ivabradine base, which is then converted into its hydrochloride by following the procedure described in patent specification EP 0 534 859 (Example 2, Step E).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415468B2
Source datasetuspto-grants-2013_04
ORD IDord-ba05b6e8549847bfb7140702517f908e
Source noteuspto-grants-2013_04