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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Propylene Glycol | HCID 1030 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5,6-Dimethyl-2-chloro4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine | HCID 11185318 | — |
| Reactant | 4-Fluoro-2-methoxyaniline | HCID 13532228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5,6-Dimethyl-4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-2-(4-fluoro-2-methoxyphenylamino)pyrimidine | HCID 18315800 | 75.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06352993B1 |
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| Source dataset | uspto-grants-2002_03 |
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| ORD ID | ord-ba7a292a6abe489faafeeb166958c34c |
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| Source note | uspto-grants-2002_03 |
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