HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 59191571, compound → HCID 59191606, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 59191571 | HCID 59191571 | — |
| Reactant | HCID 59191584 | HCID 59191584 | — |
| Reactant | HCID 178418306 | HCID 178418306 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59191606 | HCID 59191606 | — |
Reaction Conditions
| Temperature | -40 °C |
|---|
Reaction Steps
To compound 34 (272 mg, 0.786 mmol) in THF (6 mL) at −78° C. is added t-butyl lithium (1.7 M in pentane, 1.0 mL, 1.7 mmol). The mixture is stirred at −78° C. for 30 min, to which compound 24 (209 mg, 0.707 mmol) in THF (2 mL) is added at −78° C. The mixture is stirred and warmed up slowly to −40° C. in 1 h, then quenched at −40° C. with saturated ammonium chloride. THF is removed and the residue was extracted with ethyl acetate (3×). The organic phase is washed with brine, dried over anhydrous Na2SO4 and concentrated. The residue is purified by silica gel chromatography (40-60% ethyl acetate in heptane) to provide recovered compound 24 (103 mg, 49%) and the title compound 35 (106 mg, 27%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409871B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-8298e22618f94e2f93f4c9eb0ca562b8 |
| Source note | uspto-grants-2016_08 |