Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 86720051 | HCID 86720051 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66614113 | HCID 66614113 | — |
Reaction Steps
59 mg (0.135 mmol) of the compound from example 14A were dissolved in 7.5 ml of tetrahydrofuran and cooled to 0° C., and 150 μl (0.150 mmol) of a 1N solution of bis(trimethylsilyl)sodium amide in tetrahydrofuran were added dropwise. The mixture was stirred at 0° C. for 3 h and then at RT for 16 h. Another 150 μl (0.150 mmol) of a 1N solution of bis(trimethylsilyl)sodium amide in tetrahydrofuran were added dropwise and the mixture was stirred at RT for 2 days. Water was added and the reaction mixture was concentrated under reduced pressure and the residue was purified by means of preparative HPLC (eluent: methanol/water, gradient 30:70→90:10). 29 mg of the title compound were obtained (53% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09096592B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-abf294be15aa490f979c633ee062cfad |
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| Source note | uspto-grants-2015_08 |
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