Potassium Carbonate → HCID 79362010, compound

HRID 64079Notes

Reaction equation

HRID 64079 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:14][CH2:15][C:16]([CH3:19])([OH:18])[CH3:17]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH2:14][CH2:15][C:16]([CH3:19])([OH:18])[CH3:17])[CH:6]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 163754-BromopyrazoleHCID 106071724-Bromo-2-methylbutan-2-ol

Product 1

HCID 79362010HCID 79362010, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-bromo-1H-pyrazole (1 g, 6.84 mmol, 1.0 eq) in DMF were added K2CO3 (2.3 g, 17.1 mmol, 2.5 eq.) and 4-bromo-2-methylbutan-2-ol (1.7 g, 10.27 mmol, 1.5 eq.). The mixture was stirred at RT for 16 h. The mixture was quenched and extracted as in Intermediate Example 5(a). The solvent was distilled off to afford the product in 60% yield (0.9 g). LC-MS (ESI): Calculated mass 233.0; Observed mass 235.0. [M+H]+ (rt: 0.64 min).

Workup

  1. customThe mixture was quenched
  2. extractionextracted as in Intermediate Example 5(a)
  3. distillationThe solvent was distilled off
  4. customto afford the product in 60% yield (0.9 g)
  5. custom[M+H]+ (rt: 0.64 min)

Sources & evidence

ORD record
ord-5ef8ce30534a4941887a18ee3f3b4646
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Reaction notes

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