Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 21906582 | HCID 21906582 | — |
| Solvent | Acetic acid methanol | HCID 10129899 | — |
| Product | HCID 21906395 | HCID 21906395 | 21% |
Reaction Steps
A solution of 5-chloro-N-(5-fluoropyridin-2-yl)-2-[(4-piperidinylmethyl)amino]benzamide from Example 218 (0.50 g, 1.37 mmol) in 10 mL of acetone and 6 mL of 95:5 methanol-acetic acid was treated with sodium cyanoborohydride (0.35 g, 5.5 mmol). After stirring at 50° C. for 24 h, the solution was concentrated in vacuo; and the residue was subjected to silica gel chromatography. Elution with 98:2 dichloromethane-methanol furnished the title compound (0.12 g, 21%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07129245B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-4402aa117dc04d53ba9e262163d62f43 |
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| Source note | uspto-grants-2006_10 |
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