4-Methylmorpholine → (2S)-2-amino-N,N-dimethylbutanamide hydrochloride

HRID 1366436Notes

Reaction equation

[ClH:1].[O:2]=[C:3]([N:6]1[CH2:10]CC[CH2:7]1)[CH2:4][NH2:5].Cl.CNC.CN1CCO[CH2:18][CH2:17]1>>[ClH:1].[NH2:5][C@@H:4]([CH2:17][CH3:18])[C:3]([N:6]([CH3:7])[CH3:10])=[O:2]

Participants

Reactant 3

HCID 79724-Methylmorpholine

HCID 10473Dimethylamine, hydrochloride

HCID 219492082-Amino-1-(pyrrolidin-1-yl)ethan-1-one hydrochloride

Product 1

HCID 57517874(2S)-2-amino-N,N-dimethylbutanamide hydrochloride

Procedure

(2S)-2-Amino-N,N-dimethylbutanamide, hydrochloride salt was prepared in a manner similar to 2-oxo-2-(1-pyrrolidinyl)ethanamine, hydrochloride salt (Example 69), utilizing N-CBZ-L-2-aminobutyric acid in place of N-CBZ-glycine, utilizing dimethylamine, hydrochloride salt in place of pyrrolidine, and using 3 equivalents of NMM in Part A. (M+H)+: 130.9.

Sources & evidence

ORD record: ord-183a9cbf258142d9ac9b5824b493aca4
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893056B2

Reaction notes

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