Triethylamine → HCID 86684867, compound

HRID 238365Notes

Reaction equation

HRID 238365 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[CH3:14][N:15]1[C:19]([NH2:20])=[CH:18][CH:17]=[N:16]1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:14][N:15]1[C:19]([NH:20][C:7](=[O:8])[C:6]2[CH:10]=[CH:11][C:3]([C:2]([F:13])([F:12])[F:1])=[CH:4][CH:5]=2)=[CH:18][CH:17]=[N:16]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 1369272-Methyl-2H-pyrazol-3-ylamine

Product 1

HCID 86684867HCID 86684867, compoundYield 69.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Under cooling in an ice bath, 4-(trifluoromethyl)benzoyl chloride (8.26 g) was added dropwise to a chloroform (35 mL) solution that contained 1-methyl-1H-pyrazol-5-amine (3.50 g) and triethylamine (5.50 mL), and the obtained solution was then stirred for 2 hours. Thereafter, the reaction solution was diluted with chloroform, and was then washed with a saturated sodium hydrogencarbonate aqueous solution and a saturated saline. The organic layer was dried over anhydrous sodium sulfate, and was then concentrated under a reduced pressure. The obtained solid was washed with diisopropyl ether, so as to obtain the title compound (6.75 g) in the form of a colorless solid.

Workup

  1. temperatureUnder cooling in an ice bath
  2. washwas then washed with a saturated sodium hydrogencarbonate aqueous solution
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. concentrationwas then concentrated under a reduced pressure
  5. washThe obtained solid was washed with diisopropyl ether

Sources & evidence

ORD record
ord-a09c805f7b364b39bb9bf13aeb7efe32
Source dataset
uspto-grants-2014_02
Patent number
US08642626B2

Reaction notes

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