Hydrochloric Acid → (2S,4R)-4-[(1-Allyl-6-oxo-1,6-dihydropyridin-2-yl)oxy]-2-(methoxycarbonyl)-pyrrolidinium chloride

HRID 1255526Notes

Reaction equation

HRID 1255526 reaction equation
[CH2:1]([N:4]1[C:9](=[O:10])[CH:8]=[CH:7][CH:6]=[C:5]1[O:11][C@H:12]1[CH2:16][N:15](C(OC(C)(C)C)=O)[C@H:14]([C:24]([O:26][CH3:27])=[O:25])[CH2:13]1)[CH:2]=[CH2:3].[ClH:28]>>[Cl-:28].[CH2:1]([N:4]1[C:9](=[O:10])[CH:8]=[CH:7][CH:6]=[C:5]1[O:11][C@H:12]1[CH2:16][NH2+:15][C@H:14]([C:24]([O:26][CH3:27])=[O:25])[CH2:13]1)[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 581580101-tert-Butyl 2-methyl (2S,4R)-4-[(1-allyl-6-oxo-1,6-dihydropyridin-2-yl)oxy]pyrrolidine-1,2-dicarboxylate

Product 1

HCID 86651351(2S,4R)-4-[(1-Allyl-6-oxo-1,6-dihydropyridin-2-yl)oxy]-2-(methoxycarbonyl)-pyrrolidinium chlorideYield 100%

Procedure

A 100 mL round bottom flask was charged with the product of Step 6 (1.91 g, 5.05 mmol). Added HCl (4.0M in dioxane) (30 mL, 120 mmol). Stirred at room temperature for 1 hour. Evaporated. Added ethanol. Evaporated. Repeated. The title compound remained as a pale foam. (1.59 g, 5.05 mmol, 100% yield). LCMS (ES+) m/z 279.3 (M+H)+.

Workup

  1. customEvaporated
  2. customEvaporated

Sources & evidence

ORD record
ord-05b33e1d7edc4ef889bbcdbd33739af6
Source dataset
uspto-grants-2013_06
Patent number
US08461107B2

Reaction notes

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