Triethylamine → HCID 86684865, compound

HRID 238362Notes

Reaction equation

HRID 238362 reaction equation
[CH3:1][N:2]1[C:6]([NH2:7])=[CH:5][CH:4]=[N:3]1.C(N(CC)CC)C.O1CCOCC1.Br[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][C:24]=1[CH2:33]Br>C(OCC)(=O)C>[CH3:1][N:2]1[C:6]([N:7]2[CH2:33][C:24]3[C:23](=[CH:28][CH:27]=[C:26]([C:29]([F:30])([F:32])[F:31])[CH:25]=3)[CH2:22]2)=[CH:5][CH:4]=[N:3]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 312751,4-DioxaneHCID 1369272-Methyl-2H-pyrazol-3-ylamineHCID 126018931,2-Bis(bromomethyl)-4-(trifluoromethyl)benzene

Product 1

HCID 86684865HCID 86684865, compoundYield 18.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

1-Methyl-1H-pyrazol-5-amine (1.53 g) and triethylamine (4.60 mL) were added to a 1,4-dioxane (53 mL) solution of 1,2-bis(bromomethyl)-4-(trifluoromethyl)benzene (5.25 g) at a room temperature, and the obtained solution was then stirred at 100° C. for 1 hour. Thereafter, the reaction solution was diluted with ethyl acetate, and was then washed with water and a saturated saline. The resultant was dried over anhydrous sodium sulfate, and was then concentrated under a reduced pressure. The residue was purified by column chromatography (silica gel 60N, hexane:ethyl acetate=2:1 to 40:60), so as to obtain the title compound (785 mg) in the form of a colorless solid.

Workup

  1. washwas then washed with water
  2. dry with materialThe resultant was dried over anhydrous sodium sulfate
  3. concentrationwas then concentrated under a reduced pressure
  4. customThe residue was purified by column chromatography (silica gel 60N, hexane:ethyl acetate=2:1 to 40:60)

Sources & evidence

ORD record
ord-a97fb891f89245338eb89af8e7b0327c
Source dataset
uspto-grants-2014_02
Patent number
US08642626B2

Reaction notes

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