Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | HCID 59625450 | HCID 59625450 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 59625421 | HCID 59625421 | 81.2% |
Reaction Steps
3-[(tert-Butoxycarbonyl)amino]-N-({2-tert-butyl-4-[(furan-2-ylmethyl)amino]pyrimidin-5-yl}carbonyl)-N-(2-methylpropyl)-L-alanine (125 mg), 2-aminoethanol (60 mg) and diisopropylethylamine (250 μl) were dissolved in DMF (10 ml), BOP reagent (500 mg) was added and the mixture was stirred at room temperature for 1.5 hr. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (0:1-1:0) was concentrated under reduced pressure to give the object compound (110 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329691B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-107fd3270b1c4328bf70433f18869c93 |
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| Source note | uspto-grants-2012_12 |
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