Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,5-Anhydro-1,3-dideoxypentitol | HCID 34741 | — |
| Reactant | 4,5-Dichloro-6-ethylpyrimidine | HCID 11137668 | — |
| Reactant | Pentitol,2-amino-1,4-anhydro-2,3,5-trideoxy-(9CI) | HCID 22011941 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22011937 | HCID 22011937 | — |
Reaction Steps
1.5 g of 4,5-dichloro-6-ethylpyrimidine (8.5 mmol), 0.86 g (8.5 mmol) of 4-amino-2-methyltetrahydrofuran (prepared from 2-methyltetrahydrofuran4-ol analogously to the route given for Example A) and 2 ml (14 mmol) of triethylamine were heated for 6 hours at 85° C. After cooling, the mixture was diluted with water and extracted with ether, and the organic phase was washed with saturated NaCl solution. After drying and concentrating, the residue was purified by column chromatography using petroleum ether/ethyl acetate (8:2, 7:3). This gave 1.73 g (84% of theory) of a colorless oil (diastereomers 2:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06207668B1 |
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| Source dataset | uspto-grants-2001_03 |
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| ORD ID | ord-ebbd76da17b9409793fced008f75a2ea |
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| Source note | uspto-grants-2001_03 |
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