N-Methylethylamine → 6-(Ethyl-methyl-amino)-3,4-dihydro-2H-isoquinolin-1-one

https://huagongshe.com/reaction/2069763

Participants

Role	Name	HCID	Charge
Reactant	N-Methylethylamine	HCID 12219	—
Reactant	6-Fluoro-1,2,3,4-tetrahydroisoquinolin-1-one	HCID 10725709	—
Product	6-(Ethyl-methyl-amino)-3,4-dihydro-2H-isoquinolin-1-one	HCID 59216392	85.1%

Reaction Conditions

Temperature	150 °C

Reaction Steps

6-Fluoro-3,4-dihydro-2H-isoquinolin-1-one (2.00 g, 12.1 mmol) was deposited in a sealed tube with N-ethylmethylamine (4.0 mL, 47 mmol). This was heated at 150° C. for 24 hours. This was concentrated in vacuo and purified by flash chromatography (elution with ethylacetate) to yield 6-(Ethyl-methyl-amino)-3,4-dihydro-2H-isoquinolin-1-one (2.10 g, 10.3 mmol). MS (ESI) 205.1 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08299077B2
Source dataset	uspto-grants-2012_10
ORD ID	ord-49cd25d163dc4f409e354bfd306914a6
Source note	uspto-grants-2012_10