Hydrochloric Acid → (3S)-1-(pyridin-2-yl)pyrrolidin-3-amine dihydrochloride

HRID 1696969Notes

Reaction equation

HRID 1696969 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[CH2:9]1)(C)(C)C.[ClH:20]>O1CCOCC1.CO>[ClH:20].[ClH:20].[N:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[N:10]1[CH2:11][CH2:12][C@H:8]([NH2:7])[CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 56965693tert-Butyl N-[(3S)-1-(pyridin-2-yl)pyrrolidin-3-yl]carbamate

Product 1

HCID 67019379(3S)-1-(pyridin-2-yl)pyrrolidin-3-amine dihydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of ((S)-1-pyridin-2-yl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester (0.221 g, 0.84 mmol) in dioxane (4 ml) and methanol (1 ml) is added 4M HCl (in dioxane) (0.525 ml, 2.1 mmol) and the reaction mixture is stirred at room temperature overnight. The resulting suspension is filtered and washed with dioxane (3×1 ml) to yield the titled compound.

Workup

  1. filtrationThe resulting suspension is filtered
  2. washwashed with dioxane (3×1 ml)

Sources & evidence

ORD record
ord-d91c1a81bd5342dfb12cfb43bee656b5
Source dataset
uspto-grants-2012_04
Patent number
US08163754B2

Reaction notes

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