HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1683930Generated: November 3, 2026
Triethylamine → 3-(N-t-Butoxycarbonylpiperid-4-yl)-5-(3-nitropyrid-2-ylamino)-1H-indole
https://huagongshe.com/reaction/1683930
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | tert-butyl 4-(5-amino-1H-indol-3-yl)piperidine-1-carboxylate | HCID 53986362 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(N-t-Butoxycarbonylpiperid-4-yl)-5-(3-nitropyrid-2-ylamino)-1H-indole | HCID 54050513 | 70% |
Reaction Steps
5-Amino-3-(N-t-butoxycarbonylpiperid-4-yl)-1H-indole and 2-chloro-3-nitropyridine were used. Triethylamine was the base, dioxane was the reaction solvent, the reaction was heated at reflux (101° C.) for 5 hours, and the chromatographic solvent system was ethyl acetate [30-40%] in hexanes to afford the title compound (70%) as a dark red foam: 1H NMR (CDCl3) δ155.8, 155.0, 151.6, 135.5, 134.6, 129.4, 126.9, 121.3, 120.8, 119.8, 114.8, 113.1, 111.5, 79.4, 44.5, 33.6, 32.8, 28.5. Anal. calcd. for C23H27N5O4.1/4 C4H8O2 [ethyl acetate]: C, 62.73; H, 6.36; N, 15.24. Found: C, 62.51; H, 6.08; N, 15.21.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05639752 |
|---|
| Source dataset | uspto-grants-1997_06 |
|---|
| ORD ID | ord-126bd68830f146afbd49eee0f66423b7 |
|---|
| Source note | uspto-grants-1997_06 |
|---|
