Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Chloronicotinamide | HCID 82588 | — |
| Reactant | 3-(2-DIMETHYLAMINO-ETHYL)-1H-INDOL-5-YLAMINE | HCID 11820211 | — |
| Solvent | Bromobenzene | HCID 7961 | — |
| Product | HCID 19040730 | HCID 19040730 | 36% |
Reaction Steps
5-Amino-3-(2-dimethylaminoethyl)indole and 2-chloronicotinamide were used. Pyridine was used as base, bromobenzene was used as solvent, and the reaction was heated at reflux (156° C.) for 18 hours. Chromatography followed by recrystallization (methanol/water) of the resulting solid in afforded the title compound (36%) as a yellow solid: mp, 127.0°-129.0° C.; 13C NMR (CD3OD) δ173.0, 157.9, 152.2, 139.0, 135.4, 132.4, 129.0, 123.9, 119.1, 113.7, 113.2, 113.0, 112.5, 111.3, 61.4, 45.4, 24.3; HRMS calculated for C18H21N5O 323.1748, found 323.1726. Anal. calcd. for C18H21N5O.H2O; C, 63.33; H, 6.79; N, 20.51. Found: C, 63.19; H, 6.50; N, 20.30.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05639752 |
|---|
| Source dataset | uspto-grants-1997_06 |
|---|
| ORD ID | ord-93b6541a9cd948bd8953eb69b49a3497 |
|---|
| Source note | uspto-grants-1997_06 |
|---|
