Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4,6-Dichloro-5-nitropyrimidine | HCID 20312 | — |
| Reactant | HCID 11416012 | HCID 11416012 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 12046027 | HCID 12046027 | — |
Reaction Steps
2.96 g (29.3 mmol) of triethylamine were added dropwise at −10° C. in the course of 5 minutes to 5.0 g (13.9 mmol) of ethyl (2S)-2-(naphthalene-1-sulfonylamino)-3-aminopropionate (EP 1070707 (EP 99114372.8)) and 2.84 g (14.6 mmol) of 4,6-dichloro-5-nitropyrimidine, dissolved in 140 ml of abs. THF. The mixture was stirred at −5° C. for 15 minutes and then at room temperature for 12 h. The reaction mixture was taken up in EA and extracted with a saturated aqueous NaCl solution, the organic phase was dried over MgSO4 and filtered, and the solvent was distilled off in vacuo. For purification, the residue was chromatographed over silica gel (EA/heptane 3:7). Yield: 6.38 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06992187B2 |
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| Source dataset | uspto-grants-2006_01 |
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| ORD ID | ord-95e93ba14f1e4340a9eefefa95553e23 |
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| Source note | uspto-grants-2006_01 |
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