HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-Bromo-2-{[(4-methoxyphenyl)methyl]amino}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | 5-Bromo-2-fluorobenzonitrile | HCID 2724900 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-Bromo-2-{[(4-methoxyphenyl)methyl]amino}benzonitrile | HCID 59263005 | 81% |
Reaction Steps
A solution of 5-bromo-2-fluorobenzonitrile (3 g), 4-methoxybenzylamine (2.2 g), and triethyl amine (3 ml) in DMSO (5 ml) was heated at 120° C. for 5 h. The solution was partitioned between water and ethyl acetate. The combined organic extract was washed with brine, dried over Na2SO4 and concentrated. The residue was chromatographed to give the desired product (2.6 g, 81%) HPLC (6 minute gradient) tR=4.33 min; MS m/z 315.09, 317.08 (M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700622B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-e0b64062958648258361e84a30844659 |
| Source note | uspto-grants-2010_04 |