Hydrochloric Acid → methyl (S)-3-amino-2-piperidin-1-ylpropanoate dihydrochloride

HRID 1777269Notes

Reaction equation

HRID 1777269 reaction equation
C(OC([NH:8][CH2:9][C@H:10]([N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[C:11]([O:13][CH3:14])=[O:12])=O)(C)(C)C.[ClH:21]>CO.C(O)(C)C>[ClH:21].[ClH:21].[NH2:8][CH2:9][C@H:10]([N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[C:11]([O:13][CH3:14])=[O:12]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67056335methyl(S)-3-tert-butoxycarbonylamino-2-piperidin-1-ylpropanoate

Product 1

HCID 67494635methyl (S)-3-amino-2-piperidin-1-ylpropanoate dihydrochlorideYield 100%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3776IsopropanolSolvent

Procedure

A solution of 830 mg (2.8 mmol) of methyl (S)-3-tert-butoxycarbonylamino-2-piperidin-1-yl-propanoate in 15 ml of methanol and 3 ml of hydrochloric acid in isopropanol having a concentration of 5-6N is stirred at 40° C. for 18 h. After concentrating under vacuum, the residue is taken up in ethyl acetate, filtered and dried under vacuum. 630 mg (100%) of methyl (S)-3-amino-2-piperidin-1-ylpropanoate dihydrochloride are obtained in the form of a yellow solid.

Workup

  1. concentrationAfter concentrating under vacuum
  2. filtrationfiltered
  3. customdried under vacuum

Sources & evidence

ORD record
ord-87459a12b4d547879d3b239418016209
Source dataset
uspto-grants-2016_02
Patent number
US09266848B2

Reaction notes

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