1,2-Dichloroethane → HCID 86594421, compound

HRID 1270168Notes

Reaction equation

HRID 1270168 reaction equation
[CH:1]([NH:4][C:5]1[C:6]2[N:7]([C:18](=[O:21])[NH:19][N:20]=2)[C:8]2[C:13]([N:14]=1)=[CH:12][C:11]([C:15](O)=[O:16])=[CH:10][CH:9]=2)([CH3:3])[CH3:2].Cl.[CH3:23][NH:24][O:25][CH3:26].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>CN(C=O)C.CCOC(C)=O>[CH3:26][O:25][N:24]([CH3:23])[C:15]([C:11]1[CH:12]=[C:13]2[C:8](=[CH:9][CH:10]=1)[N:7]1[C:18](=[O:21])[NH:19][N:20]=[C:6]1[C:5]([NH:4][CH:1]([CH3:2])[CH3:3])=[N:14]2)=[O:16]

Participants

7

Reactant 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 18449191HCID 18449191, compound

Product 1

HCID 86594421HCID 86594421, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
23 °C

Procedure

A mixture of 4-isopropylamino-1-oxo-1,2-dihydro-[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylic acid (130 mg), N,O-dimethylhydroxylamine hydrochloride (39 mg), HOBT (54 mg), and EDC (77 mg) in DMF (4.0 mL) was stirred at 23° C. for 20 hrs. The solution was then diluted with EtOAc and washed sequentially with saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride solutions. The organic layer was dried over sodium sulfate, filtered, and the filtrate concentrated to afford the title compound as a light yellow solid. MS (M+H)+=331.6.

Workup

  1. washwashed sequentially with saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride solutions
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-6285f3272184423d84b86fe8bebc0dcc
Source dataset
uspto-grants-2007_04
Patent number
US07202245B2

Reaction notes

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