Sodium hydride → HCID 67402201, compound

HRID 1186318Notes

Reaction equation

HRID 1186318 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][OH:12].[H-].[Na+].[NH2:15][C:16]1[C:25](Cl)=[N:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=1>O1CCCC1>[NH2:15][C:16]1[C:25]([O:12][CH2:11][C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)=[N:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 741282-NaphthalenemethanolHCID 8172743-Chloroquinoxalin-2-amine

Product 1

HCID 67402201HCID 67402201, compoundYield 82.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

According to Step 2 of Reference Example 7-1, by use of 2-naphthalenemethanol (792 mg, 5.01 mmol), 60% sodium hydride (in oil) (200 mg, 5.01 mmol), tetrahydrofuran (6.0 mL) and 2-amino-3-chloroquinoxaline (300 mg, 1.67 mmol), the mixture was stirred and reacted at room temperature for 17 hours. Then, slurry purification was performed using diisopropyl ether, to give 2-amino-3-[(naphthalen-2-yl)methoxy]quinoxaline (Compound BC) (413 mg, yield: 82%).

Workup

  1. customreacted at room temperature for 17 hours
  2. customThen, slurry purification

Sources & evidence

ORD record
ord-4367a822eb1d4d7cbd94233a0573bb65
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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