HCID 69415327, compound → HCID 18449162, compound

HRID 1270164Notes

Reaction equation

HRID 1270164 reaction equation
C[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]C)=[N:16][N:17]=[C:10]1[C:9]([NH:20][CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=1)=[N:8]2)=[O:4]>C(O)(=O)C.Br>[O:18]=[C:15]1[N:11]2[C:12]3[C:7]([N:8]=[C:9]([NH:20][CH2:21][CH2:22][C:23]4[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=4)[C:10]2=[N:17][NH:16]1)=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:14][CH:13]=3

Participants

4

Reactant 1

HCID 69415327HCID 69415327, compound

Product 1

HCID 18449162HCID 18449162, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Conditions

Temperature
23 °C

Procedure

A suspension of 1-methoxy-4-(2-pyridin-4-ylethylamino)-[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylic acid methyl ester (47 mg) in acetic acid (3 mL) and hydrobromic acid (1 mL) was stirred at 23° C. for 60 min., and was then heated to 100° C. for 90 min. After cooling to 23° C., the solution was concentrated and the resulting residue was triturated with MeOH/methylene chloride. Filtration afforded the title compound as a white solid. MS (M+H)+=351.3.

Workup

  1. temperaturewas then heated to 100° C. for 90 min
  2. temperatureAfter cooling to 23° C.
  3. concentrationthe solution was concentrated
  4. customthe resulting residue was triturated with MeOH/methylene chloride
  5. filtrationFiltration

Sources & evidence

ORD record
ord-0017706f6b254dd7908d3e33354a673a
Source dataset
uspto-grants-2007_04
Patent number
US07202245B2

Reaction notes

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