(1-methylpiperidin-4-yl)(pyridin-2-yl)methanone → HCID 131727019, compound

HRID 1667349Notes

Reaction equation

HRID 1667349 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]([C:10]2[N:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:9])[CH2:4][CH2:3]1.[ClH:16].C(O)C>C(O)C>[ClH:16].[ClH:16].[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]([C:10]2[N:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:9])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 11321671(1-methylpiperidin-4-yl)(pyridin-2-yl)methanoneHCID 21887872Ethanol hydrochloride

Product 1

HCID 131727019HCID 131727019, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Resuspend the crude 2-amino-(6-(1-methylpiperidin-4-ylcarbonyl)-pyridine (14.5 g, 66.2 mmol) in ethanol (30 mL), add 2.5M HCl/ethanol (100 mL), stir the mixture for 30 minutes, and then remove the solvent under reduce pressure. Resuspend the resulting solid in 125 ml isopropanol and heat under reflux for 30 minutes. Cool the reaction mixture to room temperature, filtered-off the precipitate, rinse with 20 ml isopropanol, and dry under vacuum at 50° C. to obtain 2-amino-(6-(1-methylpiperidin-4-ylcarbonyl)-pyridine 2HCl (11 g, 63% yield corrected by HPLC % w/w).

Workup

  1. customremove the solvent
  2. temperatureheat
  3. temperatureunder reflux for 30 minutes
  4. washfiltered-off the precipitate, rinse with 20 ml isopropanol
  5. customdry under vacuum at 50° C.

Sources & evidence

ORD record
ord-bee4cea9de0f42f28f4af9d6dd5f432c
Source dataset
uspto-grants-2011_10
Patent number
US08044207B2

Reaction notes

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