Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | HCID 86609862 | HCID 86609862 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86609861 | HCID 86609861 | 82% |
Reaction Steps
Methylamine (0.5 ml) was bubbled into a mixture of Methanesulfonic acid 4-[7-(4-cyano-3-trifluoromethylphenyl)-8-oxo-6-thioxo-5,7-diazaspiro[3.4]oct-5-yl]phenylmethyl ester (50a) (0.059 g, 0.115 mmol) in THF (3 ml) cooled to −78° C. After 1 hour of reaction at −78° C., the mixture was concentrated and chromatographed (dichloromethane:acetone, 95:5; methanol) to yield 4-[5-(4-methylaminomethylphenyl)-8-oxo-6-thioxo-5,7-diazaspiro[3.4]oct-7-yl]-2-trifluoromethylbenzonitrile (50b) [RD155](0.042 g, 0.095 mmol, 82%), the structure of which is illustrated in Formula 23, as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07709517B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-fd825567c46f44659448c4312f038cb1 |
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| Source note | uspto-grants-2010_05 |
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