Ammonia → 4-Amino-7-trifluoromethylimidazo[1,5-a]quinoxaline 3-carboxylic acid ethyl ester

HRID 325451

Reaction equation

HRID 325451 reaction equation
[NH3:1].[CH2:2]([O:4][C:5]([C:7]1[N:8]=[CH:9][N:10]2[C:19]3[C:14](=[CH:15][C:16]([C:20]([F:23])([F:22])[F:21])=[CH:17][CH:18]=3)[N:13]=[C:12](Cl)[C:11]=12)=[O:6])[CH3:3]>C(Cl)(Cl)Cl.C(O)C>[CH2:2]([O:4][C:5]([C:7]1[N:8]=[CH:9][N:10]2[C:19]3[C:14](=[CH:15][C:16]([C:20]([F:23])([F:22])[F:21])=[CH:17][CH:18]=3)[N:13]=[C:12]([NH2:1])[C:11]=12)=[O:6])[CH3:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 542094914-Chloro-7-trifluoromethylimidazo[1,5-a]quinoxaline 3-carboxylic acid ethyl ester

Product 1

HCID 133099174-Amino-7-trifluoromethylimidazo[1,5-a]quinoxaline 3-carboxylic acid ethyl esterYield 57%

Reagents, catalysts & solvents 1

HCID 21889567Chloroform ethanolSolvent

Procedure

A small stream of anhydrous ammonia was passed through a solution of 4-chloro-7-trifluoromethylimidazo[1,5-a]quinoxaline 3-carboxylic acid ethyl ester (5.4 g) in chloroform-ethanol (100 ml each) for 30 minutes. The precipitate was collected and recrystallized from DMF to give the product as an off-white crystalline solid (2.9 g, 57% yield), m.p. >300° C.

Workup

  1. customThe precipitate was collected
  2. customrecrystallized from DMF

Sources & evidence

ORD record
ord-3ad0da183781423d81bd1213231b7b04
Source dataset
uspto-grants-1984_04
Patent number
US04440929

Linked notes

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