HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275940Generated: October 26, 2026
Triethylamine → 5,6-Dimethyl-2-chloro4-(6-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine
https://huagongshe.com/reaction/275940
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dichloro-5,6-dimethylpyrimidine | HCID 241553 | — |
| Reactant | 6-Methoxy-1-methyl-1,2,3,4-tetrahydroisoquinoline | HCID 14230281 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5,6-Dimethyl-2-chloro4-(6-methoxy-1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine | HCID 18315631 | 80.6% |
Reaction Steps
After 1-methyl-6-methoxy-1,2,3,4-tetrahydroisoquinoline(1.3 g, 7.3 mmol) and triethylamine(1.0 ml, 7.3 mmol) were added to a suspension of 5,6-dimethyl-2,4-dichloropyrimidine(1.2 g, 6.64 mmol) in dimethylformamide, the reaction mixture was stirred for 3 hours at 85° C. The reaction mixture was cooled to a room temperature and diluted with ethyl acetate. The organic layer was washed with water and aqueous sodium hydroxide, dried over anhydrous magnesium sulfate, concentrated under a reduced pressure, and then purified by a silica gel column chromatography to give 1.7 g of the titled compound. (Yield: 78.5%)
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-6a299d49c56b4a55b2c4f611164c0410 |
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| Source note | uspto-grants-2002_03 |
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