Isopropylamine → HCID 70665005, compound

HRID 1403441Notes

Reaction equation

HRID 1403441 reaction equation
Cl[C:2]1[C:3](=[O:16])[NH: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.[CH3:17][CH:18]([NH2:20])[CH3:19].CCN(C(C)C)C(C)C>CS(C)=O.O>[O:16]=[C:3]1[C:2]([NH:20][CH:18]([CH3:19])[CH3:17])=[N:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:12]([O:14][CH3:15])=[O:13])[CH:9]=2)[NH:4]1

Participants

6

Reactant 3

HCID 6363IsopropylamineHCID 81531DiisopropylethylamineHCID 68194304Methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate

Product 1

HCID 70665005HCID 70665005, compoundYield 78.4%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl 3-chloro-2-oxo-1,2-dihydroquinoxaline-6-carboxylate (500 mg, 2.1 mmol) in DMSO (2 mL) was added propan-2-amine (186 mg, 3.15 mmol) and DIEA (540 mg, 3.15 mmol). After stirring for overnight at 50° C., the reaction mixture was dissolved in water (20 mL), then filtered to afford methyl 2-oxo-3-[(propan-2-yl)amino]-1,2-dihydroquinoxaline-6-carboxylate as a white solid (430 mg, 78%).

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-554b85883fd74105b022c1b7c674aaa3
Source dataset
uspto-grants-2014_12
Patent number
US08912188B2

Reaction notes

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