Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Propanesulfonyl chloride | HCID 66279 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 57430045 | HCID 57430045 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 39243654 | HCID 39243654 | — |
| Product | HCID 59003518 | HCID 59003518 | — |
Reaction Steps
To a solution of 4-(6-methylpyridin-2-yl)piperidine-4-carbonitrile dihydrochloride (II-3) (2.74 g, 10 mmole) in DCM (60 mL) containing DIEA (5.16 g, 40 mmole) was added n-C3H7SO2Cl (1.57 g, 11 mmole) at 0° C. The resultant reaction mixture was stirred for 2 h at 0° C. After this time, LCMS indicated that the reaction was completion. 2N NaOH (30 mL) was added to the reaction. The resultant reaction mixture was stirred for 2 h at rt. After this time, the DCM layer was separated. The aqueous solution was extracted with DCM (3×80 mL). The combined DCM solution was washed with brine, dried over MgSO4, filtered and concentrated to afford the desired product 4-6-methylpyridin-2-yl)-1-(propylsulfonyl)piperidine-4-carbonitrile (II-4A). Analytical LCMS: single peak (214 nm), 2.967 min. This product was used in next step reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07825135B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-e8bf2eb9eec7462cac28081a9cb69732 |
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| Source note | uspto-grants-2010_11 |
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