4-(Trifluoromethyl)aniline → 2-isopropyl-5-methyl-N-[4-(trifluoromethyl)phenyl]-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

HRID 591244Notes

Reaction equation

HRID 591244 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([CH:11]([CH3:13])[CH3:12])[N:10]=[C:6]2[N:5]=[C:4]([CH3:14])[CH:3]=1.[F:15][C:16]([F:25])([F:24])[C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1>C(O)C>[CH3:14][C:4]1[CH:3]=[C:2]([NH:21][C:20]2[CH:22]=[CH:23][C:17]([C:16]([F:15])([F:24])[F:25])=[CH:18][CH:19]=2)[N:7]2[N:8]=[C:9]([CH:11]([CH3:13])[CH3:12])[N:10]=[C:6]2[N:5]=1

Participants

4

Reactant 2

HCID 99644-(Trifluoromethyl)anilineHCID 533918637-Chloro-5-methyl-2-(1-methylethyl)[1,2,4]triazolo[1,5-a]pyrimidine

Product 1

HCID 513475412-isopropyl-5-methyl-N-[4-(trifluoromethyl)phenyl]-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of Intermediate 18 (0.042 g, 0.199 mmol) in ethanol (5 mL), 4-(trifluoromethyl)aniline (ALDRICH, 0.025 mL, 0.199 mmol) was added and the mixture was stirred at room temperature overnight. Solvent was removed in vacuo and the crude mixture was purified by flash chromatography (Si, eluting with Hexane/EtOAc mixtures from 75:25 to 25:75%) to yield the title compound as a white solid.

Workup

  1. additionwas added
  2. customSolvent was removed in vacuo
  3. customthe crude mixture was purified by flash chromatography (Si, eluting with Hexane/EtOAc mixtures from 75:25 to 25:75%)

Sources & evidence

ORD record
ord-8b9a3d0bb9f54527aca49771f97d39c2
Source dataset
uspto-grants-2016_01
Patent number
US09238653B2

Reaction notes

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