Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | HCID 86620012 | HCID 86620012 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11717666 | HCID 11717666 | — |
Reaction Steps
5-{4-[(1-Cyclobutyl-4-piperidinyl)methyl]-1-piperidinyl}-2-pyridinecarbonyl chloride hydrochloride (may be prepared as described in Example 11, step 1) was dissolved in dichloromethane (10 ml) and added dropwise to a stirred solution of methylamine (1.57 ml of a 2M solution in tetrahydrofuran) in dichloromethane (10 ml) cooled to 0° C. over 1 h. The reaction was allowed to stir for a further 3 h before the mixture was evaporated. Chromatography (silica gel, eluting with methanol/dichloromethane, 0-20%) afforded the title compound (E11) (0.13 g). MS electrospray (+ion) 371 (MH+).1H NMR δ (CDCl3): 8.14 (1H, d, J=2.8 Hz), 8.01 (1H, d, J=8.8 Hz), 7.75 (1H, m), 7.19 (1H, dd, J=2.8, 8.8 Hz), 3.80 (2H, m), 3.00 (4H, m), 2.82 (3H, m), 2.19-1.21 (21H, m obscured by H2O)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07638631B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-1d89228b64ce4ef2bbadde1f8e4397cf |
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| Source note | uspto-grants-2009_12 |
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