Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 89649075 | HCID 89649075 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89649254 | HCID 89649254 | 78.9% |
Reaction Steps
Potassium tert-butoxide (2.22 mL, 3.78 mmol) was added dropwise to a solution of 3-(benzene-sulfonyl)-7-methyl-2-[6-methyl-4-[4-(trifluoromethyl)phenyl]-2-pyridyl]-1,7-diazaspiro[4.4]nonan-6-one (which may be prepared as described in Description 16) (1 g, 1.89 mmol) in THF (20 mL) at 00° C. under N2 and the reaction was stirred at 0° C. for 1 hour. Acetic acid (0.22 mL, 3.78 mmol) was added and the reaction was stirred for 5 minutes. The solid was filtered off and the solvent was evaporated to afford a crude oil. This was purified using a Biotage SP4, 25 g SNAP cartridge, eluting with 0 to 10% MeOH in EtOAc to afford 7-methyl-2-[6-methyl-4-[4-(trifluoromethyl)phenyl]-2-pyridyl]-1,7-diazaspiro[4.4]non-1-en-6-one (641 mg, 1.4892 mmol, 78.9% yield) as a pale yellow oil;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09376436B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-e6ddd3aa151f4ca1aecdc95a56efa609 |
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| Source note | uspto-grants-2016_06 |
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