Triethylamine → HCID 89924128, compound

Temperature

25 °C

To a stirred solution of 3-bromocyclopent-1-enecarbonitrile (3 g, 17.44 mmol) in N,N-dimethylformamide (25 ml) was added 1-(4-fluorophenyl)piperazine (3.14 g, 17.44 mmol) followed by the addition of triethylamine (7.29 ml, 52.3 mmol) in a dropwise manner at 0° C. The reaction mixture was stirred at 25° C. for 3 h. The progress of reaction was monitored by TLC. The reaction mixture was then concentrated under reduced pressure. The residue was then diluted with ethyl acetate (100 ml) and washed with water (4×30 ml). The organic layer was dried over sodium sulphate, and concentrated under reduced pressure to obtain a crude product. The crude product was purified by flash column over silica gel (100-200 mesh) using 20% ethyl acetate in hexane as eluent to obtain the title compound (2.7 g, 57.1%).

1. customThe progress of reaction
2. concentrationThe reaction mixture was then concentrated under reduced pressure
3. additionThe residue was then diluted with ethyl acetate (100 ml)
4. washwashed with water (4×30 ml)
5. dry with materialThe organic layer was dried over sodium sulphate
6. concentrationconcentrated under reduced pressure
7. customto obtain a crude product
8. customThe crude product was purified by flash column over silica gel (100-200 mesh)

ORD record

ord-b5afc402e73c49f6827c43e79da9d193

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09359367B2