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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45206Generated: October 29, 2026

Hydrochloric Acid → 6-{4-[1-Amino-1-(4-methoxy-phenyl)-ethyl]-cyclohexyloxy}-7-chloro-2H-isoquinolin-1-one

https://huagongshe.com/reaction/45206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetonitrile--water (1/1)HCID 18373917—
Reactant1-[4-(7-Chloro-1-methoxyisoquinolin-6-yloxy)-cyclohexyl]-1-(4-methoxyphenyl)-ethylamineHCID 58380981—
SolventIsopropanolHCID 3776—
Product6-{4-[1-Amino-1-(4-methoxy-phenyl)-ethyl]-cyclohexyloxy}-7-chloro-2H-isoquinolin-1-oneHCID 5838094497%

Reaction Conditions

Temperature100 °C

Reaction Steps

Hydrochloric acid (0.4 mL of a 1M aqueous solution) was added to a solution of 1-[4-(7-chloro-1-methoxyisoquinolin-6-yloxy)-cyclohexyl]-1-(4-methoxyphenyl)-ethylamine (109, 30 mg, 0.07 mmol) in isopropanol (0.4 mL). The reaction mixture was heated in a microwave oven at 100° C. for 30 minutes. Isopropanol was removed under reduced pressure and the remaining aqueous solution freeze dried to give crude product as an amorphous powder. This was treated twice with acetonitrile/water and freeze dried to give 29 mg of the desired product Example 117 as a colourless hydrochloride salt. Rt=2.60 min (Method 2). Detected mass: 410.1 (M—NH3+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541449B2
Source datasetuspto-grants-2013_09
ORD IDord-3d51e5862d8e4bc18237dac7a978b404
Source noteuspto-grants-2013_09