Hydrochloric Acid → HCID 42633763, compound

HRID 2092944Notes

Reaction equation

[F:1][C:2]([F:9])([F:8])[C:3]1[N:7]=[CH:6][NH:5][N:4]=1.[CH3:10][C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:12]=1B1OBOBO1.N1C=CC=CC=1.Cl>[Cu].C(OCC)(=O)C.CN(C)C=O>[CH3:10][C:11]1[CH:12]=[CH:13][C:14]([N:5]2[CH:6]=[N:7][C:3]([C:2]([F:9])([F:8])[F:1])=[N:4]2)=[C:15]([CH3:17])[CH:16]=1

Participants

Conditions

Temperature: 50 °C

Procedure

In a 50-ml eggplant flask provided with a magnetic stirrer were placed 1.37 g (10 mmol) of 3-trifluoromethyl-1H-1,2,4-triazole, 1.32 g (3.33 mmol) of 2,4-dimethylphenylboroxine, 64 mg (1 mmol) of a copper powder, 0.8 g (10 mmol) of pyridine and then 5 ml of N,N-dimethylformamide. The mixture was stirred at 50° C. for 4 hours. Thereto were added 30 ml of ethyl acetate and 3% hydrochloric acid to give rise to phase separation. The aqueous phase was extracted with 30 mol of ethyl acetate. The ethyl acetate phase was washed with water and then with a saturated aqueous sodium chloride solution. The ethyl acetate phase was dried over anhydrous sodium sulfate and then subjected to vacuum distillation to distill off ethyl acetate to obtain a title compound as 2.3 g of a crystal. Yield: 95%

Workup

customIn a 50-ml eggplant flask provided with a magnetic stirrer
customto give rise
customto phase separation
washThe ethyl acetate phase was washed with water
dry with materialThe ethyl acetate phase was dried over anhydrous sodium sulfate
distillationsubjected to vacuum distillation
distillationto distill off ethyl acetate

Sources & evidence

ORD record: ord-c470a17d337b43d386937819c4e200e7
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08440838B2

Reaction notes

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