HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 3-{1-[Bis(4-chlorophenyl)methyl]azetidin-3-ylidene}-3-(3,5-difluorophenyl)propanenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Methanesulfonic anhydride | HCID 81560 | — |
| Reactant | 2-{1-[Bis(4-chlorophenyl)methyl]azetidin-3-ylidene}-2-(3,5-difluorophenyl)ethanol | HCID 11374234 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-{1-[Bis(4-chlorophenyl)methyl]azetidin-3-ylidene}-3-(3,5-difluorophenyl)propanenitrile | HCID 67065921 | — |
Reaction Steps
The reaction mixture of 51 mg (0.114 mmol) of 2-{1-[bis(4-chlorophenyl)methyl]azetidin-3-ylidene}-2-(3,5-difluorophenyl)ethanol, 24 mg (0.137 mmol) of methanesulfonic anhydride, 14 mg (0.285 mmol) of sodium cyanide and 11 uL (0.137 mmol) pyridine in 5 mL of acetonitrile was stirred for 12 h at rt, and then concentrated. The residue was purified by silica gel chromatography with hexanes/ethyl acetate to the title compound; 1NMR (CDCl3) δ 3.29 (s, 2H), 3.96 (s, 2H), 4.01 (s, 2), 4.54 (s, 1H), 6.69-6.75 (m, 3H), 7.29-6-7.7.38 (m, 8H); Mass Spectrum m/e=455 (M+1 35Cl, 35Cl) and 457 (M+1 35Cl, 37Cl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906503B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-fe99d25b453748bca2d43a444104ec87 |
| Source note | uspto-grants-2011_03 |