Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 5-Amino-2-oxindole | HCID 2773213 | — |
| Reactant | HCID 178519382 | HCID 178519382 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178507239 | HCID 178507239 | 20.4% |
Reaction Steps
A scintillation vial was charged with 5-aminoindolin-2-one (37 mg, 0.247 mmol), 1H-benzo[d][1,2,3]triazole-5-carbaldehyde (40 mg, 0.272 mmol), piperidine (2.5 uL, 0.025 mmol) and EtOH (2 mL). The reaction was then heated to 90° C. for 2 hrs. The EtOH was removed in vacuo and the residue loaded onto a silica gel column eluting with 92:8 CH2Cl2/MeOH to give 14 mg, 20% of a red solid. 1H NMR (400 MHz, d6-DMSO) δ 15.96 (bs, 1H), 10.15 (s, 1H), 8.21 (bs, 1H), 8.02 (bs, 1H), 7.73 (bs, 1H), 7.67 (s, 1H), 6.87 (s, 1H), 6.59-6.47 (m, 2H), 4.65 (bs, 2H); MS ESI 278.0 [M+H]+, calcd for [C15H11N5O+H]+ 278.10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08765748B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-1afb11ce814043d3906212e4f7a97c2b |
|---|
| Source note | uspto-grants-2014_07 |
|---|