Isopropylamine → HCID 68676946, compound

HRID 2233022Notes

Reaction equation

HRID 2233022 reaction equation
[CH3:1][O:2][C:3](=[O:22])[C:4]([C:7]1[N:8]=[C:9](Cl)[C:10]2[N:11]([C:13](=[O:20])[N:14]([C:16]([CH3:19])([CH3:18])[CH3:17])[N:15]=2)[CH:12]=1)([CH3:6])[CH3:5].[CH:23]([NH2:26])([CH3:25])[CH3:24]>C1COCC1.O>[CH3:1][O:2][C:3](=[O:22])[C:4]([C:7]1[N:8]=[C:9]([NH:26][CH:23]([CH3:25])[CH3:24])[C:10]2[N:11]([C:13](=[O:20])[N:14]([C:16]([CH3:19])([CH3:18])[CH3:17])[N:15]=2)[CH:12]=1)([CH3:6])[CH3:5]

Participants

5

Reactant 2

HCID 6363IsopropylamineHCID 68677478HCID 68677478, compound

Product 1

HCID 68676946HCID 68676946, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 215 mg of 2-(2-tert-butyl-8-chloro-3-oxo-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-2-methyl-propionic acid methyl ester and 388 mg of isopropylamine in THF (5.0 mL) was heated at reflux for 2 h. The reaction mixture was cooled to ambient temperature, diluted with water and extracted with EtOAc. The organic extract was dried over sodium sulfate, filtered, and concentrated to provide 2-(2-tert-butyl-8-isopropylamino-3-oxo-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-6-yl)-2-methyl-propionic acid methyl ester as a light yellow solid. MS (M+H+)=350.4.

Workup

  1. temperatureat reflux for 2 h
  2. extractionextracted with EtOAc
  3. extractionThe organic extract
  4. dry with materialwas dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-7b72baf2f30c4fa9a97c6c10a191ee56
Source dataset
uspto-grants-2010_05
Patent number
US07709473B2

Reaction notes

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