Tetrahydrofuran → HCID 86657930, compound

HRID 1186319Notes

Reaction equation

HRID 1186319 reaction equation
[H-].[Na+].Cl[C:4]1[C:13]([Cl:14])=[N:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1.[O:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1>>[Cl:14][C:13]1[C:4]([O:15][CH:19]([C:18]2[CH:4]=[N:5][CH:6]=[CH:16][CH:17]=2)[CH:8]([CH3:9])[CH3:7])=[N:5][C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[N:12]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 166592,3-DichloroquinoxalineHCID 24758Sodium hydride

Product 1

HCID 86657930HCID 86657930, compoundYield 94%

Procedure

According to Reference Example 7-4, by use of Compound CE (360 mg, 2.4 mmol), tetrahydrofuran (17 mL), 60% sodium hydride (in oil) (168 mg, 4.2 mmol) and 2,3-dichloroquinoxaline (418 mg, 2.1 mmol), the mixture was stirred and reacted at room temperature for 1 hour. Then, purification by silica gel column chromatography (hexane/ethyl acetate=1/0 to 2/1) was performed to give 2-chloro-3-[2-methyl-1-(pyridin-3-yl)propoxy]quinoxaline (Compound BP) (620 mg, yield: 94%).

Workup

  1. customreacted at room temperature for 1 hour
  2. customThen, purification by silica gel column chromatography (hexane/ethyl acetate=1/0 to 2/1)

Sources & evidence

ORD record
ord-760acbde029e46d7a584f1d535257a76
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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