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 (70 mg, 0.22 mmol) in anhydrous tetrahydrofuran (5 mL) under nitrogen atmosphere was added 1,1-carbonyldiimidazole (71 mg, 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 | US06232320B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-55d7b56c8e164b2283fe89a5e22e4225 |
| Source note | uspto-grants-2001_05 |