Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 7-aminoindolin-2-one | HCID 6423312 | — |
| Reactant | 1H-Indazole-6-carbaldehyde | HCID 18538368 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178507386 | HCID 178507386 | 28% |
Reaction Steps
A 13 mg (0.0877 mmol) solution of 7-aminooxindole (T. Nakashima & I. Suzuki, Chem. Pharm. Bull. (1969) 11, 2293) and 1H-indazole-6-carbaldehyde (14 mg, 0.0965 mmol) in MeOH (1.0 mL) was treated with piperidine (˜1 uL, 0.00877 mmol) and the reaction was heated to 60° C. for 4 hours. The MeOH was then removed in vacuo and the residue treated with 95:5 CH2Cl2/MeOH. The resulting precipitate was filtered and washed with 95:5 CH2Cl2/MeOH to obtain the title compound as a orange powder (6.7 mg, 28%). NMR (400 MHz, CD3OD) δ 8.14 (s, 1H), 7.94-7.87 (m, 3H), 7.46 (d, J=8.19 Hz, 1H), 7.31 (d, J=7.63 Hz, 1H), 6.90 (d, J=7.89 Hz, 1H), 6.81 (t, J=7.79 Hz, 1H); MS ESI 277.0 [M+H]+, calcd for [C16H12N4O+H]+ 277.11.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08765748B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-27743cb00f1742eb8ffe21ad0fee707c |
|---|
| Source note | uspto-grants-2014_07 |
|---|