4-Methylmorpholine → (2R)-2-amino-N,N-dimethylpropanamide hydrochloride

Reaction equation

C([NH:11][C@@H:12]([C:14]([OH:16])=O)[CH3:13])(OCC1C=CC=CC=1)=O.[ClH:17].[CH3:18][NH:19][CH3:20].CN1CCOCC1>>[ClH:17].[CH3:18][N:19]([CH3:20])[C:14](=[O:16])[C@@H:12]([CH3:13])[NH2:11]

Participants

Reactant 3

HCID 79724-Methylmorpholine

HCID 10473Dimethylamine, hydrochloride

HCID 70832N-Cbz-d-alanine

Product 1

HCID 57516590(2R)-2-amino-N,N-dimethylpropanamide hydrochloride

Procedure

N1,N1-dimethyl-D-alaninamide, hydrochloride salt was prepared in a manner similar to Example 69, utilizing N-CBZ-D-alanine in place of N-CBZ-glycine, utilizing dimethylamine, hydrochloride salt in place of pyrrolidine, and using 3 equivalents of NMM.

Sources & evidence

ORD record: ord-ac3e030a4e9e40b5b529adbc944b5917
Source dataset: uspto-grants-2011_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07893056B2

Reaction notes

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