HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 24993409, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | HCID 66672986 | HCID 66672986 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 24993409 | HCID 24993409 | — |
Reaction Steps
The title compound (26 mg, 78%) was prepared as a white solid from 1-methylethyl 4-{[(6-{4-[(methylthio)methyl]phenyl}-3-pyridinyl)oxy]methyl}-1-piperidinecarboxylate (31 mg, 0.07 mmol) and Oxone® (0.19 g, 0.3 mmol) in acetone (4 mL) and water (1.5 mL) in a manner similar to Example 81, Step 4. The crude product was triturated with hot hexane containing 1% of MeOH to give the title compound as a white solid. 1H NMR (400 MHz, CDCl3): δ 8.37 (d, 1H, J=2.7 Hz), 7.97 (d, 2H, J=8.1 Hz), 7.67 (d, 1H, J=8.8 Hz), 7.49 (d, 2H, J=8.3 Hz), 7.30-7.20 (m, 1H), 4.92 (septet, 1H, J=6.2 Hz), 4.29 (s, 2H), 4.22 (bs, 2H), 3.90 (d, 2H, J=6.3 Hz), 2.85-2.70 (m, 5H), 2.10-1.95 (m, 1H), 1.90-1.80 (m, 2H), 1.40-1.20 (m, 8H); LRMS (ESI), m/z 447 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101634B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-1df73204e193477bb7cca69dcc27a75a |
| Source note | uspto-grants-2012_01 |