Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 89649134 | HCID 89649134 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89649146 | HCID 89649146 | — |
Reaction Steps
To a solution of (5R)-2-(4-bromo-5-fluoro-2-pyridyl)-7-methyl-1,7-diazaspiro[4.4]non-1-en-6-one (which may be prepared as described in Description 35) (50 mg, 0.1500 mmol) in THF (2 mL) was added 30% wt. sodium methoxide in methanol (27.6 mg, 0.1500 mmol). The solution was stirred for 10 mins. A further 2 portions of 30% wt. sodium methoxide in methanol (27.6 mg, 0.1500 mmol) were added and the mixture stirred at room temperature for a further 10 mins. A further portion of 30% wt. sodium methoxide in methanol (27.6 mg, 0.1500 mmol) was added and the mixture stirred for 10 mins. The mixture was concentrated and the residues partitioned between water and DCM. The layers were separated with a hydrophobic frit and the organic filtrate evaporated to give (5R)-2-(4-bromo-5-methoxy-2-pyridyl)-7-methyl-1,7-diazaspiro[4.4]non-1-en-6-one (D56) as a cream solid (47 mg);
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-74576bb19130458499cd8a5c88097736 |
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| Source note | uspto-grants-2016_06 |
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