Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pivalic acid | HCID 6417 | — |
| Reactant | HCID 68870757 | HCID 68870757 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57636260 | HCID 57636260 | 76% |
Reaction Steps
A mixture of methyl 3-[(2,2-dimethylpropanoyl)amino]-4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]benzoate (step C, 455 mg, 1.31 mmol) and pivalic acid (2.20 g, 21.5 mmol) was stirred at 120° C. for 12 h. After cooling to room temperature, the mixture was diluted with dichloromethane. The solution was washed with 1N sodium hydroxide aqueous solution, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1 as eluent) to afford the title compound (327 mg, 76%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07598393B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-df7d45e97c68460eb16d1772c0c78475 |
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| Source note | uspto-grants-2009_10 |
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