Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bromoacetone | HCID 11715 | — |
| Reactant | HCID 54472978 | HCID 54472978 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53960330 | HCID 53960330 | 66% |
Reaction Steps
To a solution of 2.20 g (6.63 mmol) of 6-amino-5-(3-tricyclo[3.3.1.03,7 ]nonylcarbonylamino)-1-propyluracil (Japanese Published Unexamined Patent Application No. 173889/91) in 35 ml of dimethylformamide, 3.24 g (9.95 mmol) of cesium carbonate, 1.23 ml (13.3 mmol) of bromoacetone were added with stirring. The reaction mixture was stirred at 60° C. for 3.5 hours. The mixture was cooled, poured into 100 ml of water and extracted three times with 30 ml of chloroform. The organic layer was washed with 0.2M sodium thiosulfate aqueous solution, with water, with a saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluate: 2% methanol/chloroform) to give 1.70 g (yield 66%) of Compound I as a pale yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05395836 |
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| Source dataset | uspto-grants-1995_03 |
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| ORD ID | ord-eebd031402004bfa8f5836c23e311372 |
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| Source note | uspto-grants-1995_03 |
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