Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | HCID 3830714 | HCID 3830714 | — |
| Reactant | HCID 13960887 | HCID 13960887 | — |
| Solvent | Sodium Chloride | HCID 5234 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14116583 | HCID 14116583 | 69% |
Reaction Steps
Trichloromethyl chloroformate (719 μl) was dissolved in 40 ml of tetrahydrofuran (THF). To the resulting solution, a mixture of 5-cyclopropylmethoxycarbonyl-2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyrimidine (1.65 g) and triethylamine (3.04 g) in THF (80 ml) was added under stirring at -23° C., followed by stirring for an additional one hour at -23° C. To the resulting mixture, 2-{N-benzyl-N-(3-phenylpropyl)amino}ethan-1-ol (6.73 g) in THF (40 ml) was added at 0° C., followed by stirring for 2 hour at room temperature. The reaction mixture was diluted with a saturated aqueous solution of sodium chloride and subjected to extraction with chloroform. After drying the extract, the solvent was evaporaed and the residue (ca. 12 g) was subjected to silica gel chromatography. By elution with a 1:1 mixture of ethyl acetate and n-hexane, the end compound was obtained in an amount of 2.14 g (yield: 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04772602 |
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| Source dataset | uspto-grants-1988_09 |
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| ORD ID | ord-7e43fce66e5841749532cc119095c0b0 |
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| Source note | uspto-grants-1988_09 |
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