HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 54229053, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-5-Amino-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole | HCID 10376533 | — |
| Reactant | 6-chloro-5-nitronicotinonitrile | HCID 18509626 | — |
| Reactant | Dichloromethane methanol ammonium hydroxide | HCID 21896990 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 54229053 | HCID 54229053 | 53% |
Reaction Steps
(R)-5-Amino-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole and 2-chloro-5-cyano-3-nitropyridine were used. Triethylamine was used as base, absolute ethanol was used as solvent, and the reaction was heated at reflux for 2 hours. Column chromatography using 9:1:0.1 [methylene chloride/methanol/ammonium hydroxide] afforded the title compound (53%) as a red foam: Rf =0.2 in 20% methanol in methylene chloride; 13C NMR (CD3OD) δ 158.3, 140.3, 136.5, 130.0, 128.4, 125.9, 122.2, 120.4, 115.2, 112.8, 111.1, 98.4, 70.1, 57.9, 40.4, 31.3, 28.2, 22.4; HRMS calculated for C20H20N6O2 376.1650, found 376.1653.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05886008 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-9304f200b96744dbaf3ecbe18c75650d |
| Source note | uspto-grants-1999_03 |