1H-imidazole-2-carbaldehyde → HCID 178501368, compound

HRID 1461622Notes

Reaction equation

HRID 1461622 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:14])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:6].[CH:15]([C:17]1[NH:18][CH:19]=[CH:20][N:21]=1)=O>CO.CCOC(C)=O.C(Cl)Cl>[CH3:2][O:3][C:4](=[O:14])[C@H:5]([CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH:6][C:19]1[N:18]=[C:17]([CH3:15])[NH:21][CH:20]=1

Participants

4

Reactant 2

HCID 249551H-imidazole-2-carbaldehydeHCID 75736Methyl L-phenylalaninate hydrochloride

Product 1

HCID 178501368HCID 178501368, compound

Reagents, catalysts & solvents 1

HCID 21901258Dichloromethane ethyl acetate methanolSolvent

Procedure

N-(2-methylimidazolyl)-L-phenylalanine methyl ester was prepared from L-phenylalanine methyl ester hydrochloride (3.30 mmol) and 2-formyl-imidazole (3.63 mmol) utilizing the procedure of Example 9, first paragraph, to yield, after flash chromatography (3:50:50 v/v/v CH3OH/EtOAc/CH2Cl2 ; SiO2 gel), 0.55 g (65% yield) of pure product.

Workup

  1. customto yield

Sources & evidence

ORD record
ord-0330458a4f0e4b36b3a3f81829006f90
Source dataset
uspto-grants-1991_12
Patent number
US05075451

Reaction notes

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