HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-tert-butyl 2-((S)-1-cyano-2-(4-(3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)phenyl)ethylcarbamoyl)piperidine-1-carboxylate → (S)-N-((S)-1-Cyano-2-(4-(3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)phenyl)ethyl)piperidine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-tert-butyl 2-((S)-1-cyano-2-(4-(3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)phenyl)ethylcarbamoyl)piperidine-1-carboxylate | HCID 57999653 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | (S)-N-((S)-1-Cyano-2-(4-(3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)phenyl)ethyl)piperidine-2-carboxamide | HCID 57999646 | 66% |
Reaction Steps
A solution of (S)-tert-butyl 2-((S)-1-cyano-2-(4-(3-methyl-2-oxo-2,3-dihydrobenzo[d]oxazol-5-yl)phenyl)ethylcarbamoyl)piperidine-1-carboxylate (87 mg) in formic acid (1 mL) was stirred at 50° C. for 15 min. The solvent was removed in vacuo and the residue was purified by flash silica chromatography eluting with 1:29 ammonia in methanol/DCM to give a white solid, which was triturated with diethyl ether to give the title compound (46 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902181B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-1cbb48b5415e4e9c8f13aa8b1ef8feb5 |
| Source note | uspto-grants-2011_03 |