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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 648958Generated: November 1, 2026

Methylamine → Ivabradine Impurity 1 Hydrochloride

https://huagongshe.com/reaction/648958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant3-(3-Chloropropyl)-7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-oneHCID 13092510—
SolventSodium HydroxideHCID 14798—
ProductIvabradine Impurity 1 HydrochlorideHCID 13319974—

Reaction Steps

First, 1-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl)-3-chloro-propane (5.9 g, 0.020 mol) and methylamine (14 g, 0.45 mol) are heated to 130° C. for 1 hour in a sealed tube. Then, the cooled reaction product is taken up in semi-concentrated sodium hydroxide solution and extracted with methylene chloride. After the extract has been dried and concentrated, the hydrochloride is precipitated from acetone/ether with ethereal hydrochloric acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04737495
Source datasetuspto-grants-1988_04
ORD IDord-d420edbe2c5f4f03bfb4175b4f2c0689
Source noteuspto-grants-1988_04