4-Methoxybenzyl alcohol → HCID 67401255, compound

HRID 1186317Notes

Reaction equation

HRID 1186317 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][OH:8])=[CH:5][CH:4]=1.[H-].[Na+].[NH2:13][C:14]1[C:23](Cl)=[N:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=1>O1CCCC1>[NH2:13][C:14]1[C:23]([O:8][CH2:7][C:6]2[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[N:22][C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:15]=1

Participants

5

Reactant 3

HCID 77384-Methoxybenzyl alcoholHCID 24758Sodium hydrideHCID 8172743-Chloroquinoxalin-2-amine

Product 1

HCID 67401255HCID 67401255, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

According to Step 2 of Reference Example 7-1, by use of 4-methoxybenzyl alcohol (625 μL, 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-[(4-methoxyphenyl)methoxy]quinoxaline (Compound BB) (357 mg, yield: 76%).

Workup

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

Sources & evidence

ORD record
ord-8f320b2adcbb41ac99be93aa47d8f654
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

Loading…