3-(Trifluoromethyl)benzene-1-carboximidamide hydrochloride → HCID 178517577, compound

HRID 714679Notes

Reaction equation

HRID 714679 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]3[CH2:15][CH2:14]3)[C:11](=[O:16])[N:10]([CH2:17][C:18]([NH:20][NH2:21])=O)[N:9]=2)=[CH:4][CH:3]=1.Cl.[F:23][C:24]([F:35])([F:34])[C:25]1[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=1)[C:28](N)=[NH:29]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]3[CH2:15][CH2:14]3)[C:11](=[O:16])[N:10]([CH2:17][C:18]3[NH:29][C:28]([C:27]4[CH:31]=[CH:32][CH:33]=[C:25]([C:24]([F:23])([F:34])[F:35])[CH:26]=4)=[N:21][N:20]=3)[N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 27302433-(Trifluoromethyl)benzene-1-carboximidamide hydrochlorideHCID 674061412-[3-(4-Chlorophenyl)-4-cyclopropyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetohydrazide

Product 1

HCID 178517577HCID 178517577, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

100 mg (0.33 mmol) of the compound from Example 21A were dissolved in 1.6 ml of DMF, 109 mg (0.49 mmol) of 3-trifluoromethylbenzamidine hydrochloride were added and the mixture was stirred in a microwave oven at 150° C. for 45 min. After cooling, the reaction was concentrated under reduced pressure on a rotary evaporator and the residue that remained was purified chromatographically [Method 19]. This gave 70 mg (47% of theory) of the target compound as a colorless solid.

Workup

  1. temperatureAfter cooling
  2. concentrationthe reaction was concentrated under reduced pressure on a rotary evaporator
  3. customthe residue that remained was purified chromatographically [Method 19]

Sources & evidence

ORD record
ord-7776442412b447298097e5c2edb199e7
Source dataset
uspto-grants-2015_11
Patent number
US09187466B2

Reaction notes

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