Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-(Chloromethyl)-2-methylpyrimidin-4-amine--hydrogen chloride (1/1) | HCID 21473611 | — |
| Reactant | HCID 21473648 | HCID 21473648 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21473642 | HCID 21473642 | 27.8% |
Reaction Steps
A warm solution of 0.5 g (0.0026 mol) of 5-chloromethyl-2-methyl-pyrimidin-4-ylamine hydrochloride in 40 ml of dimethylformamide was treated with 0.4 g (0.0021 mol) of 4-phenethyl-1,2,3,6-tetrahydro-pyridine and 0.9 ml (0.0064 mol) of triethylamine and the mixture was stirred at room temperature for 24 hours. The mixture was completely freed from the solvents. The residue was partitioned between dichloromethane and water, extracted, chromatographed over silica gel with acetonitrile/ethanol 8:1 as the eluent and digested in diethyl ether. 0.18 g (22%) of 2-methyl-5-(4-phenethyl-3,6-dihydro-2H-pyridin-1-ylmethyl)-pyrimidin-4-ylamine was obtained as white crystals; m.p. 152°-154°. A further 0.03 g of yellowish crystals was recovered from the mother liquor.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05688798 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-fc09acc616d5487192d46b8a8aae723e |
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| Source note | uspto-grants-1997_11 |
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