Water → HCID 66797363, compound

HRID 1020751Notes

Reaction equation

HRID 1020751 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7](Cl)[CH:6]=[N:5]2.[CH3:13][N:14]1[CH2:19][CH2:18][N:17]([C:20]2[CH:21]=[C:22]([C@H:26]([NH2:28])[CH3:27])[CH:23]=[CH:24][CH:25]=2)[CH2:16][CH2:15]1.C(N(CC)CC)C.O>CS(C)=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:28][C@@H:26]([C:22]1[CH:23]=[CH:24][CH:25]=[C:20]([N:17]3[CH2:18][CH2:19][N:14]([CH3:13])[CH2:15][CH2:16]3)[CH:21]=1)[CH3:27])[CH:6]=[N:5]2

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 126864086-Bromo-2-chloroquinoxalineHCID 66798016HCID 66798016, compound

Product 1

HCID 66797363HCID 66797363, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

6-bromo-2-chloroquinoxaline (0.365 g 1.5 mmol) was dissolved in DMSO (10 mL) at room temperature and (R)-1-[3-(4-Methyl-piperazin-1-yl)-phenyl]-ethylamine (0.33 g, 1.5 mmol) and triethylamine (0.626 mL, 4.50 mmol) were added to the solution. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, water (100 mL) was added and the product was extracted with ethyl acetate (3×50 mL). The organic layer was washed with water (10 mL) followed by brine solution (10 mL) and dried over Na2SO4. The organic layer was concentrated in vacuo to afford the crude product.

Workup

  1. additionwas added
  2. extractionthe product was extracted with ethyl acetate (3×50 mL)
  3. washThe organic layer was washed with water (10 mL)
  4. dry with materialdried over Na2SO4
  5. concentrationThe organic layer was concentrated in vacuo

Sources & evidence

ORD record
ord-16ab4145b1334d6ea8a9fc9b6177f253
Source dataset
uspto-grants-2014_05
Patent number
US08716473B2

Reaction notes

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