Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59828835 | HCID 59828835 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58495618 | HCID 58495618 | 97.1% |
Reaction Steps
Dissolve 3-(tert-butoxycarbonylamino-methyl)-6-(piperidin-1-ylmethyl)-pyridine (540 mg, 1.76 mmol) in methanol (10 mL) and cool to 0° C. Bubble hydrogen chloride through the vigorously stirred solution for 30 min. Concentrate in vacuo. Partition the residue between 3N aqueous NaOH (10 mL) and DCM (20 mL). Separate the two layers and extract the aqueous layer with DCM (2×20 mL). Wash the combined organic extracts with brine (20 mL). Dry over Na2SO4, filter and concentrate in vacuo to obtain the desired intermediate as a colorless oil (351 mg, 95%). MS (APCI+) m/z: 206 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680091B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-f49713ca9cfc46ab92c26440f18becea |
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| Source note | uspto-grants-2014_03 |
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