Methyl 3-chloro-2-(4-fluorophenyl)quinoxaline-6-carboxylate → HCID 70664987, compound

HRID 1403647Notes

Reaction equation

HRID 1403647 reaction equation
Cl[C:2]1[C:3]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[N:4][C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=2>C1([C@@H](N)C)C=CC=CC=1>[F:22][C:19]1[CH:20]=[CH:21][C:16]([C:3]2[C:2]([NH:4][C@H:3]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH3:2])=[N:11][C:10]3[C:5](=[CH:6][CH:7]=[C:8]([C:12]([O:14][CH3:15])=[O:13])[CH:9]=3)[N:4]=2)=[CH:17][CH:18]=1

Participants

3

Reactant 1

HCID 77231184Methyl 3-chloro-2-(4-fluorophenyl)quinoxaline-6-carboxylate

Product 1

HCID 70664987HCID 70664987, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 758181-Phenethylamine, (-)-Solvent

Procedure

The solution of methyl 3-chloro-2-(4-fluorophenyl)quinoxaline-6-carboxylate (180 mg, 0.57 mmol) in (S)-1-phenylethanamine (2 mL) was stirred overnight at 95° C., and then purified via silica gel column chromatography (1%-2% ethyl acetate in petroleum ether) to afford (S)-methyl 2-(4-fluorophenyl)-3-(1-phenylethylamino)quinoxaline-6-carboxylate as yellow oil (100 mg, 44%).

Workup

  1. custompurified via silica gel column chromatography (1%-2% ethyl acetate in petroleum ether)

Sources & evidence

ORD record
ord-c24470b8264841c2b9b0ed74344ed6ce
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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