Sodium hydride → [1-(2-Amino-oxazol-4-yl)-naphthalen-2-yloxy]-acetic acid methyl ester

HRID 33569Notes

Reaction equation

HRID 33569 reaction equation
[NH2:1][C:2]1[O:3][CH:4]=[C:5]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[CH:9][C:8]=2[OH:17])[N:6]=1.[H-].[Na+].Br[CH2:21][C:22]([O:24][CH3:25])=[O:23]>CN(C)C=O>[CH3:25][O:24][C:22](=[O:23])[CH2:21][O:17][C:8]1[CH:9]=[CH:10][C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]=1[C:5]1[N:6]=[C:2]([NH2:1])[O:3][CH:4]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 60984Methyl bromoacetateHCID 597968451-(2-Amino-oxazol-4-yl)-naphthalen-2-ol

Product 1

HCID 59796850[1-(2-Amino-oxazol-4-yl)-naphthalen-2-yloxy]-acetic acid methyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1-(2-Amino-oxazol-4-yl)-naphthalen-2-ol (22, 190 mg) was dissolved in N,N-dimethylformamide and then sodium hydride (34 mg) was added in one portion to give a dark orange solution. Methyl bromoacetate (88 μL) was then added and the mixture was stirred at room temperature for 18 hours.

Workup

  1. customto give a dark orange solution

Sources & evidence

ORD record
ord-54b0fa1c516745c6ad611f2fff98835f
Source dataset
uspto-grants-2008_09
Patent number
US07429607B2

Reaction notes

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