Hydrochloric Acid → (trans)-3-Methyl-4-pyrrolidin-1-yl-piperidine dihydrochloride

HRID 1012011Notes

Reaction equation

HRID 1012011 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C@@H:11]([N:14]2[CH2:18][CH2:17][CH2:16][C:15]2=O)[C@H:10]([CH3:20])[CH2:9]1)=O)(C)(C)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].[ClH:27]>O1CCOCC1>[ClH:27].[ClH:27].[CH3:20][C@H:10]1[C@H:11]([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:12][CH2:13][NH:8][CH2:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 67313620(trans)-3-Methyl-4-(2-oxo-pyrrolidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 67314766(trans)-3-Methyl-4-pyrrolidin-1-yl-piperidine dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound was prepared in analogy to 193B, by reduction of (trans)-3-methyl-4-(2-oxo-pyrrolidin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester with lithium aluminium hydride and subsequent deprotection with 4M hydrochloric acid in dioxane. MS: 169.2 (MH+).

Sources & evidence

ORD record
ord-c00c0d66e8f641329edbd10c5d819fce
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

Loading…