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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672489Generated: October 30, 2026

Sodium Methoxide → 6-Methoxyisoquinolin-3-amine

https://huagongshe.com/reaction/1672489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant6-Bromoisoquinolin-3-AmineHCID 45789831—
SolventDimethyl SulfoxideHCID 679—
Product6-Methoxyisoquinolin-3-amineHCID 2332115753.8%

Reaction Conditions

Temperature150 °C

Reaction Steps

In a dry box, to the microwave test tube (20 ml volume) was added the 6-bromoisoquinolin-3-amine (1.0 g, 4.5 mmol) and the NaOMe (242.0 mg, 4.5 mmol) in 10 ml of DMSO. The microwave test tube was capped and moved from the dry box. The test tube was place into Microwave station to heat at 150° C. for 30 min. The crude residue was purified by a silica gel column to give 420 mg (yield 53.8%). 1H NMR (400 MHz, DMSO-d6) ppm 2.44 (s, 3H), 7.94-8.11 (m, 2H), 8.17 (d, J=8.56 Hz, 2H), 8.82 (s, 1H). MS m/z, (APCI); 175.1 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998978B2
Source datasetuspto-grants-2011_08
ORD IDord-c0131fccd61f454cb679a478741c61f2
Source noteuspto-grants-2011_08