HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 17823252, compound → HCID 46216159, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 17823252 | HCID 17823252 | — |
| Reactant | HCID 58504757 | HCID 58504757 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | HCID 46216159 | HCID 46216159 | 7.5% |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
A mixture of N-phenyl-3-pyrrolidinecarboxamide hydrochloride (500 mg, 2.21 mmol), 6-[2-amino-6-(methylsulfonyl)-4-pyrimidinyl]-1H-indazol-3-amine (500 mg, 1.6 mmol) in NMP (3 mL) and Hunig's base (1.5 mL) was heated at 160° C. for 1 hour under microwave conditions. The reaction mixture was concentrated and purified by SiO2 chromatography (eluent: 4.5:4.5:1 EtOAc:THF:NH4OH) to afford the title compound (50 mg) as a solid. 1H NMR (400 MHz, DMSO-d6): δ 2.05 (m, 2H), 3.30 (m, 1H), 3.4-3.7 (m, 4H), 5.36 (s, 2H), 6.03 (s, 2H), 6.31 (s, 1H), 7.03 (m, 1H), 7.31 (m, 2H), 7.57-7.74 (m, 4H), 7.94 (s, 1H), 10.10 (s, 1H), 11.49 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697685B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-9f4fbfc65fd444f990a245d717be2b6e |
| Source note | uspto-grants-2014_04 |