Isopropylamine → HCID 69415181, compound

HRID 1270160Notes

Reaction equation

HRID 1270160 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].[CH:21]([NH2:24])([CH3:23])[CH3:22].C(=O)(O)[O-].[Na+]>CN(C=O)C>[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:24][CH:21]([CH3:23])[CH3:22])=[N:8]2)=[O:4]

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 516892Sodium BicarbonateHCID 86594420HCID 86594420, compound

Product 1

HCID 69415181HCID 69415181, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
23 °C

Procedure

A mixture of 4-chloro-1-methoxy-[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylic acid methyl ester (80 mg), isopropylamine (24 mg) and sodium bicarbonate (45 mg) in DMF (2 mL) was stirred at 23° C. for 17 hrs. The mixture was then partitioned between water and EtOAc. The organic layer was washed with brine, dried over sodium sulfate, and concentrated. Trituration with EtOAc/hexanes afforded 4-isopropylamino-1-methoxy-[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylic acid methyl ester as a light yellow solid. MS (M+H)+=316.3.

Workup

  1. customThe mixture was then partitioned between water and EtOAc
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-47a9713a2451412fa0196b39278a7a36
Source dataset
uspto-grants-2007_04
Patent number
US07202245B2

Reaction notes

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