Hydrochloric Acid → (2S,3'R)-2-Methyl-[1,3']bipyrrolidinyl dihydrochloride

HRID 2401101Notes

Reaction equation

HRID 2401101 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][C@@H:10]([N:13]2[CH2:17][CH2:16][CH2:15][C@@H:14]2[CH3:18])[CH2:9]1)=O)(C)(C)C.[ClH:19]>O1CCOCC1>[ClH:19].[ClH:19].[CH3:18][C@H:14]1[CH2:15][CH2:16][CH2:17][N:13]1[C@@H:10]1[CH2:11][CH2:12][NH:8][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59401784(2S,3'R)-2-Methyl-[1,3']bipyrrolidinyl-1'-carboxylic acid tert-butyl ester2×

Product 1

HCID 67423613(2S,3'R)-2-Methyl-[1,3']bipyrrolidinyl dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of (2S,3′R)-2-methyl-[1,3′]bipyrrolidinyl-1′-carboxylic acid tert-butyl ester (Intermediate (xiii)) (2.51 g, 9.87 mmol) in 1,4-dioxane (9 mL) was chilled to 0° C. and then added 4N HCl in dioxane (6 mL) and allowed to stir for 20 h at ambient temperature. Then the reaction mixture was concentrated to obtain an oil which was dried under high vacuum to afford 2.29 g of the title compound.

Workup

  1. concentrationThen the reaction mixture was concentrated
  2. customto obtain an oil which
  3. customwas dried under high vacuum

Sources & evidence

ORD record
ord-90e9aad6730945ecb3c926e1a6a95130
Source dataset
uspto-grants-2014_08
Patent number
US08796278B2

Reaction notes

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