Hydrochloric Acid → methyl (S)-3-amino-2-(4-benzylpiperazin-1-yl)propanoate trihydrochloride

HRID 2202190Notes

Reaction equation

[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C@@H:14]([CH2:19][NH:20]C(OC(C)(C)C)=O)[C:15]([O:17][CH3:18])=[O:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:28]>CO>[ClH:28].[ClH:28].[ClH:28].[NH2:20][CH2:19][C@H:14]([N:11]1[CH2:10][CH2:9][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:13][CH2:12]1)[C:15]([O:17][CH3:18])=[O:16]

Participants

Conditions

Temperature: 40 °C

Procedure

8.9 g (23.5 mmol) of methyl (S)-2-(4-benzylpiperazin-1-yl)-3-tert-butoxycarbonylaminopropanoate are placed in solution in 60 ml of methanol and in 20 ml of isopropanolic hydrochloric acid having a concentration of 5-6N. The reaction medium is stirred at 40° C. for 18 h and then concentrated under vacuum. 9.0 g (100%) of methyl (S)-3-amino-2-(4-benzylpiperazin-1-yl)propanoate trihydrochloride are obtained in the form of a beige solid.

Workup

concentrationconcentrated under vacuum

Sources & evidence

ORD record: ord-2e93914d245d42189c6ba33b5f31b039
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09365529B2

Reaction notes

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