HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 67100235, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Reactant | HCID 67100079 | HCID 67100079 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67100235 | HCID 67100235 | — |
Reaction Steps
Ethyl 6,7-difluoro-4-hydroxy-2-oxo-2′,3′,5′,6′-tetrahydro-spiro[naphthalene-1,4′-pyran]-3-carboxylate (1.06 g, 3133 μmol) was dissolved in 1,4-dioxane (3133 μL) and N-ethyl-N-isopropylpropan-2-amine (1637 μL, 9400 μmol). tert-Butyl 2-aminoacetate hydrochloride (788 mg, 4700 μmol) was added, and the reaction was placed in a microwave at 140° C. for 10 minutes. The reaction mixture was then diluted with 100 mL of EtOAc, added to a separatory funnel, partitioned with NaHCO3 (saturated, aqueous), washed 2 times with 50 mL of NaHCO3 (saturated, aqueous), separated, dried over Na2SO4, and concentrated in vacuo to give the title compound as a white solid after purification via preparatory LC. MS (m/z)=424 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635715B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-e777e513cd804b2fa92a7be6164975ad |
| Source note | uspto-grants-2009_12 |