Glycolic Acid → HCID 68089387, compound

HRID 1615644Notes

Reaction equation

[CH3:1][NH:2][C:3]1[C:4]([NH2:13])=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[N:6]2.[OH:14][CH2:15][C:16](O)=O>>[CH3:1][N:2]1[C:3]2[C:4](=[C:5]3[C:10](=[CH:11][CH:12]=2)[N:9]=[CH:8][CH:7]=[N:6]3)[N:13]=[C:16]1[CH2:15][OH:14]

Participants

Reactant 2

HCID 757Glycolic Acid

HCID 4121983N6-methylquinoxaline-5,6-diamine

Product 1

HCID 68089387HCID 68089387, compoundYield 64.2%

Conditions

Temperature: 110 °C

Procedure

A mixture of N6-methylquinoxaline-5,6-diamine (1.14 g, 6.4 mmol) and 2-hydroxyacetic acid (486 mg, 6.4 mmol) was stirred at 110° C. for 2 h. Then the mixture was purified by silica gel column chromatography (eluting with DCM/MeOH v/v 30:1) to give (3-methyl-3H-imidazo[4,5-f]quinoxalin-2-yl)methanol as a yellow solid (880 mg, yield 39%). ESI MS: m/z 215.1 [M+H]+.

Workup

customThen the mixture was purified by silica gel column chromatography (
washeluting with DCM/MeOH v/v 30:1)

Sources & evidence

ORD record: ord-fe8b009bdd834aefbf50f91956a58dc6
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765760B2

Reaction notes

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