2-(Dimethylamino)ethanol → N-[(3-chlorophenyl)acetyl]alanine 2(N,N-dimethylamino)ethyl ester

HRID 1859151Notes

Reaction equation

HRID 1859151 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([NH:11][C@H:12]([C:14]([OH:16])=[O:15])[CH3:13])=[O:10])[CH:5]=[CH:6][CH:7]=1.[CH3:17][N:18]([CH2:20][CH2:21]O)[CH3:19]>>[CH3:17][N:18]([CH2:20][CH2:21][O:15][C:14](=[O:16])[C@H:12]([CH3:13])[NH:11][C:9](=[O:10])[CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)[CH3:19]

Participants

3

Reactant 2

HCID 79022-(Dimethylamino)ethanolHCID 15481783N-(3-chlorophenylacetyl)alanine

Product 1

HCID 54311846N-[(3-chlorophenyl)acetyl]alanine 2(N,N-dimethylamino)ethyl ester

Procedure

Following General Procedure C' above, and using N-(3-chlorophenylacetyl)alanine (from Example D' above) and 2-(N,N-dimethyl amino) ethanol (Aldrich), the title compound can be prepared. The reaction was monitored by tlc on silica gel and purification was by liquid chromatography using 0.1:2:0.79 NH4OH:EtOH:CHCl3 as the eluant.

Sources & evidence

ORD record
ord-e0fc429c06374b6dbf8ec5a342867a3c
Source dataset
uspto-grants-2000_11
Patent number
US06153652

Reaction notes

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