4-Pyridineethanamine → HCID 69415327, compound

HRID 1270163Notes

Reaction equation

[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]1[C:15]([O:18][CH3:19])=[N:16][N:17]=[C:10]1[C:9](Cl)=[N:8]2)=[O:4].[N:21]1[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][NH2:29])=[CH:23][CH:22]=1.C(=O)(O)[O-].[Na+]>CN(C=O)C.O.CCOC(C)=O>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]1[C:15]([O:18][CH3:19])=[N:16][N:17]=[C:10]1[C:9]([NH:29][CH2:28][CH2:27][C:24]1[CH:25]=[CH:26][N:21]=[CH:22][CH:23]=1)=[N:8]2)=[O:4]

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 4-chloro-1-methoxy-[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylic acid methyl ester (80 mg), 2-(4-pyridyl)ethylamine (50 mg), and sodium bicarbonate (45 mg) in DMF (2 mL) was stirred at 50° C. for 15 hrs. The mixture was cooled to 23° C., and then diluted with water and EtOAc. A precipitate formed which was isolated by filtration to afford 1-methoxy-4-(2-pyridin-4-ylethylamino)-[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylic acid methyl ester. MS (M+H)+=379.3.

Workup

temperatureThe mixture was cooled to 23° C.
customA precipitate formed which
customwas isolated by filtration

Sources & evidence

ORD record: ord-f49ed14ada21405fbab43c53cf232550
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07202245B2

Reaction notes

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