2-Bromopropane → HCID 131734315, compound

HRID 1503299Notes

Reaction equation

HRID 1503299 reaction equation
[CH3:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]([C:10]([C:13]2[NH:17][CH:16]=[N:15][N:14]=2)([CH3:12])[CH3:11])[N:3]=1.Br[CH:19]([CH3:21])[CH3:20].C([O-])([O-])=O.[Cs+].[Cs+]>CC#N.O>[CH:19]([C:13]1([C:10]([N:4]2[CH:5]=[C:6]([N+:7]([O-:9])=[O:8])[C:2]([CH3:1])=[N:3]2)([CH3:12])[CH3:11])[N:17]=[CH:16][NH:15][NH:14]1)([CH3:21])[CH3:20]

Participants

6

Reactant 3

HCID 63582-BromopropaneHCID 10796Cesium carbonateHCID 178434030HCID 178434030, compound

Product 1

HCID 131734315HCID 131734315, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 3-(2-(3-methyl-4-nitro-1H-pyrazol-1-yl)propan-2-yl)-4H-1,2,4-triazole (1.3 g, 5.5 mmol) in CH3CN (30 mL) was added 2-bromopropane (813 mg, 6.60 mmol) and Cs2CO3 (1.79 g, 5.50 mmol). The mixture was stirred at 50° C. overnight. After cooling down, the mixture was diluted with water and extracted with ethyl acetate. The organic layer was concentrated to afford the title compound (1.06 g, 70%). LC-MS (ESI): m/z=279 (M+H)+.

Workup

  1. temperatureAfter cooling down
  2. extractionextracted with ethyl acetate
  3. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-27e40622a8374f0b9b2575cf6f5dec11
Source dataset
uspto-grants-2015_12
Patent number
US09212173B2

Reaction notes

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