Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1-Fluoro-2-nitrobenzene | HCID 73895 | — |
| Reactant | 3-(2-DIMETHYLAMINO-ETHYL)-1H-INDOL-5-YLAMINE | HCID 11820211 | — |
| Solvent | Bromobenzene | HCID 7961 | — |
| Product | HCID 19040733 | HCID 19040733 | 82% |
Reaction Steps
5-Amino-3-(2-dimethylaminoethyl)indole and 2-fluoronitrobenzene were used. Pyridine was used as base, bromobenzene was used as solvent, and the reaction was heated at reflux (156° C.) for 11 hours. Chromatography afforded the title compound (82%) as a dark red solid: mp, 116.0°-117.0° C.; 13C NMR (CD3OD) δ146.7, 136.7, 133.2, 131.0, 129.5, 127.2, 124.7, 121.3, 117.3, 117.2, 117.0, 114.1,113.4, 61.4, 45.4, 24.2; HRMS calculated for C18H20N4O2 324.1588, found 324.1564. Anal. calcd. for C18H20N4O2 1/3H2O: C, 65.44; H, 6.31; N, 16.96. Found: 65.44; H, 5.92; N, 16.69.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05639752 |
|---|
| Source dataset | uspto-grants-1997_06 |
|---|
| ORD ID | ord-eb7e09d05fcb432cbd9382b03df09d99 |
|---|
| Source note | uspto-grants-1997_06 |
|---|
