Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | (3,5-Dimethyl-pyridin-2-ylmethyl)-(3-isopropyl-pyridin-2-ylmethyl)-piperidin-4-yl-amine | HCID 58997074 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 87332827 | HCID 87332827 | 79% |
Reaction Steps
(3,5-Dimethyl-pyridin-2-ylmethyl)-(3-isopropyl-pyridin-2-ylmethyl)-piperidin-4-yl-amine (0.16 g, 0.45 mmol) was dissolved in MeOH (4 mL) and cooled to 0° C. NaOAc (112 mg, 1.4 mmol) and CNBr (68 mg, 0.64 mmol) were added and the solution was slowly warmed to room temperature and stirred for 6 hours. H2O (15 mL) was added and the solution was extracted with CH2Cl2 (3×30 mL). The combined organics were dried (Na2SO4) and concentrated under reduced pressure to afford 4-[(3,5-dimethyl-pyridin-2-ylmethyl)-(3-isopropyl-pyridin-2-ylmethyl)-amino]-piperidine-1-carbonitrile (134 mg, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07863293B2 |
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| Source dataset | uspto-grants-2011_01 |
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| ORD ID | ord-3132af40047d40d5a884e430106b817b |
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| Source note | uspto-grants-2011_01 |
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