Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile
1240948-77-9

5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile synthesis

8synthesis methods
1H-Pyrrole-3-carbonitrile, 2,2'-dithiobis[5-(2-fluorophenyl)-

1240948-83-7

5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile

1240948-77-9

To a 100 mL four-necked flask under nitrogen protection was added nickel ryenne (12.6 g), N,N-dimethylacetamide (30 mL), morpholine (1.36 mL, 15.6 mmol), and 2,2'-dithiobis[5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile] (4.50 g, 10.4 mmol) to a 15 mL solution of N,N-dimethylacetamide (15 mL) solution. The reaction mixture was heated at reflux at 105 °C for 5.5 hours. After completion of the reaction, the mixture was cooled, the catalyst was removed by filtration, and the filter cake was washed sequentially with N,N-dimethylacetamide and ethyl acetate. Liquid-liquid partitioning was carried out by adding 5% brine to the filtrate and washing solution. The aqueous layer was extracted three times with ethyl acetate. The organic layers were combined, washed with 5% brine and concentrated to dryness under reduced pressure. Ethanol (22.5 mL) was added to the residue and heated to dissolve. Water (45 mL) was added to induce crystallization. The slurry was heated to reflux for 1 hour, then cooled to room temperature and an ice-water mixture was added. Crystals were collected by filtration and washed with an ice-cooled water/ethanol (1:2, 10 mL) mixture. The crystals were dried under reduced pressure at 50 °C to afford the title compound 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile (3.45 g, 85% yield). The product was confirmed by 1H-NMR (DMSO-d6, TMS, 300 MHz), mass spectrometry (EI) and elemental analysis.

2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile

1240948-72-4
127 suppliers
inquiry

5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile

1240948-77-9
251 suppliers
inquiry

-

Yield:1240948-77-9 98%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in methanol at 20;

Steps:

4 Preparation of 5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile (Intermediate V-1)

2 g of the intermediate IV-1 was dissolved in 40 ml of methanol, 200 mg of 10% palladium on carbon was added, hydrogen gas was introduced, and the reaction was stirred at room temperature overnight. After the reaction was completed, it was suction filtered with a celite funnel containing celite, and the filtrate was concentrated to give compound of formula V-1, 1.65 g of white solid, yield 98%

References:

CN108558831,2018,A Location in patent:Paragraph 0156-0159

5-(2-fluorophenyl)-1H-pyrrole-3-carbonitrile Related Search: