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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275957Generated: October 25, 2026

Propylene Glycol → 5,6-Dimethyl-4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-2-(4-fluoro-2-methoxyphenylamino)pyrimidine

https://huagongshe.com/reaction/275957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylene GlycolHCID 1030—
ReactantTriethylamineHCID 8471—
Reactant5,6-Dimethyl-2-chloro4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidineHCID 11185318—
Reactant4-Fluoro-2-methoxyanilineHCID 13532228—
SolventDichloromethaneHCID 6344—
Product5,6-Dimethyl-4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-2-(4-fluoro-2-methoxyphenylamino)pyrimidineHCID 1831580075.2%

Reaction Conditions

Temperature140 °C

Reaction Steps

A reaction mixture of 4-fluoro-2-methoxy-aniline(0.155 g, 1.10 mmol), 5,6-dimethyl-2-chloro4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine(0.24 lg, 0.84 mmol), triethylamine(0.15 ml, 1.1 mmol) and propyleneglycol (2 ml) was heated to 140° C. for 5 hours, cooled to a room temperature, diluted with dichloromethane(10 ml), and then washed with water. The separated organic layer was concentrated and the residual oil was purified by column chromatography(ethylacetate/N-hexane=1/1) to give 0.247 g of the titled compound. (Yield 75.2%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06352993B1
Source datasetuspto-grants-2002_03
ORD IDord-ba7a292a6abe489faafeeb166958c34c
Source noteuspto-grants-2002_03