HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 70232275, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 9923070 | HCID 9923070 | — |
| Product | HCID 70232275 | HCID 70232275 | 51% |
Reaction Steps
To a suspension of Example 131D (70mg, 0.22 mmol) in anhydrous tetrahydrofuran (5 mL) under nitrogen atmosphere was added 1,1-carbonyldiimidazole (71mg, 0.44 mmol) and triethylamine (60 [μL, 0.44 mmol). The reaction mixture was stirred at reflux for 48 hours and then ambient temperature for an additional 24 hours. The reaction mixture was poured into a 1:1 solution of water: saturated NH4Cl and the resulting solid collected by filtration. This material was purified by flash chromatography on silica gel eluting with 20% acetone-hexane. The desired fractions were combined, evaporated and slurried in hot EtOAC to obtain title compound (39 mg) in 51% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06579882B2 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-cb891671dd344afc8fe6519efc934f74 |
| Source note | uspto-grants-2003_06 |