Hydrochloric Acid → Methyl 3-methyl-2-oxo-1-(piperidin-4-yl)-1,2-dihydropyridine-4-carboxylate hydrochoride

HRID 2272535Notes

Reaction equation

HRID 2272535 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][CH:12]([N:15]2[CH:20]=[CH:19][C:18]([C:21]([O:23][CH3:24])=[O:22])=[C:17]([CH3:25])[C:16]2=[O:26])[CH2:11][CH2:10]1)=O)(C)(C)C.C(OC(C)C)(C)C>>[ClH:1].[CH3:25][C:17]1[C:16](=[O:26])[N:15]([CH:12]2[CH2:11][CH2:10][NH:9][CH2:14][CH2:13]2)[CH:20]=[CH:19][C:18]=1[C:21]([O:23][CH3:24])=[O:22]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 118037713Methyl 1-(1-(tert-butoxycarbonyl)piperidin-4-yl)-3-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate

Product 1

HCID 131733376Methyl 3-methyl-2-oxo-1-(piperidin-4-yl)-1,2-dihydropyridine-4-carboxylate hydrochoride

Procedure

To 2M hydrogen chloride (2-propanol solution 2.85 L) was added methyl 1-(1-(tert-butoxycarbonyl)piperidin-4-yl)-3-methyl-2-oxo-1,2-dihydropyridine-4-carboxylate (200 g) at room temperature. The mixture was stirred at room temperature for 18 hours. Diisopropyl ether (11.5 L) was added to the reaction mixture and the precipitate was collected by filtration, washed with diisopropyl ether (2.86 L) to give the title compound (163.2 g).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with diisopropyl ether (2.86 L)

Sources & evidence

ORD record
ord-963c69763379411fb46bf6561935f745
Source dataset
uspto-grants-2015_09
Patent number
US09120777B2

Reaction notes

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