Glycine methyl ester hydrochloride → HCID 59340115, compound

HRID 908558Notes

Reaction equation

HRID 908558 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([OH:13])=[C:5]([C:14]([O:16]CC)=O)[C:4]1=[O:19])[CH3:2].Cl.[CH3:21][O:22][C:23](=[O:26])[CH2:24][NH2:25]>C1(C)C=CC=CC=1>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([OH:13])=[C:5]([C:14]([NH:25][CH2:24][C:23]([O:22][CH3:21])=[O:26])=[O:16])[C:4]1=[O:19])[CH3:2]

Participants

4

Reactant 2

HCID 122755Glycine methyl ester hydrochlorideHCID 546805683-Quinolinecarboxylic acid, 1,2-dihydro-1-ethyl-4-hydroxy-2-oxo-, ethyl ester

Product 1

HCID 59340115HCID 59340115, compoundYield 11%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In 4 mL of toluene in a microwave vial, ethyl 1-ethyl-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylate (0.380 g, 1 mmol), glycine methyl ester hydrochloride (0.5 g, 4 mmol) was microwaved at 180° C. for 3 minutes and then purified by silica flash chromatography (with a 1-5% MeOH/DCM gradient to afford 0.050 g. Yield: 11%

Workup

  1. custompurified by silica flash chromatography (with a 1-5% MeOH/DCM gradient
  2. customto afford 0.050 g

Sources & evidence

ORD record
ord-fd51ee0ba67d48d0a84cc163ed171212
Source dataset
uspto-grants-2011_09
Patent number
US08017626B2

Reaction notes

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