Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Chloro-3-(trifluoromethyl)pyridine | HCID 589833 | — |
| Reactant | HCID 19040754 | HCID 19040754 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19040753 | HCID 19040753 | 10% |
Reaction Steps
6-Amino-3-(2-dimethylaminoethyl)indole and 2-chloro-3-trifiuoromethylpyridine were used. Pyridine was used as base, N,N-dimethylformamide was used as solvent, and the reaction was heated at reflux (153° C.) for 18 hours. Chromatography afforded the title compound (10%) as a clear, pale brown oil: 13C NMR (CD3OD) δ155.4, 152.3, 136.9, 136.1, 131.7, 129.0, 124.0, 120.9, 115.7, 113.9, 113.5, 112.5, 110.5, 61.4, 45.4, 24.3; LRMS (m/z, relative intensity) 348 (100, M+), 303 (16), 290 (28), 268 (11), 250 (20); HRMS calculated for C18H19F3N4 348.1564, found 348.1532.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05639752 |
|---|
| Source dataset | uspto-grants-1997_06 |
|---|
| ORD ID | ord-a1de63e96d0d459da3bf34201b9a9aee |
|---|
| Source note | uspto-grants-1997_06 |
|---|
