Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | HCID 68968817 | HCID 68968817 | — |
| Product | HCID 68971705 | HCID 68971705 | 32% |
| Product | HCID 68972697 | HCID 68972697 | 53% |
Reaction Steps
To a solution of 4-[(3-cyano-benzyl)-(4-methylsulfanyl-phenyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (see EXAMPLE 105) (484 mg, 1.1 mmol) in MeOH (20 mL) cooled to 0° C. was added OXONE® (680 mg, 1.1 mmol) and the mixture was stirred at 0° C. for 1.5 hours. Work-up and purification afforded 4-[(3-cyano-benzyl)-(4-methanesulfonyl-phenyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (166 mg, 32%) as a white solid and 4-[(3-cyano-benzyl)-(4-methanesulfinyl-phenyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (264 mg, 53%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07491735B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-80027c504f404887b3cc7d6a8033bf89 |
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| Source note | uspto-grants-2009_02 |
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