Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | 1,2-Difluoro-4-(methylsulfonyl)benzene | HCID 2782743 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 4420058 | HCID 4420058 | — |
Reaction Steps
4-Hydroxypiperidine (658 mg, 6 5 mmol) and 1,2-difluoro-4-(methanesufonyl)benzene (1.98 g, 5.1 mmol) were combined in DMF (5 mL). Sodium carbonate (705 mg, 6.7 mmol) was added and the mixture was heated at 60 ° C. for 18 h. The mixture was cooled to room temperature and then poured into a mixture of water (10 mL) and a saturated sodium chloride solution (10 mL). The mixture was extracted three times with ethyl acetate (15 mL) and the extracts were combined, washed with brine, dried (MgSO4), and concentrated under vacuum to afford 1.46 g of crude 1a, which was used in the subsequent step without purification: LC-MS 274.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08293729B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-93f75f0835d540e18a86e5965b22c783 |
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| Source note | uspto-grants-2012_10 |
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