Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86607896 | HCID 86607896 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86607895 | HCID 86607895 | 62% |
Reaction Steps
(3R,4R)-N-tert-Butoxy-3-hydroxy-4-(4-((2-methylquinolin-4-yl)methoxy)phenylsulfonamido)piperidine-3-carboxamide trifluoroacetic acid salt (250 mg, 0.32 mmol) was dissolved in methanol (1 mL) and diisopropylethylamine (0.23 mL, 1.3 mmol, 4 eq) was added, followed by ethyl formate (5 mL, excess). The reaction was heated at 46° C. for 5 h, and then concentrated in vacuo. The residue was triturated with ether to yield 112 mg (62%) of (3R,4R)-N-tert-butoxy-1-formyl-3-hydroxy-4-(4-((2-methylquinolin-4-yl)methoxy)phenylsulfonamido)piperidine-3-carboxamide as white waxy solid. MS: (M+H)+=571.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07595327B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-e7d8d6cf64374b9ab88293732366cc5e |
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| Source note | uspto-grants-2009_09 |
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