HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methyl-2-pyrrolidone → 6-Ethyl-3-{[2-methyl-4-(morpholin-4-yl)phenyl]amino}-5-(3-nitrophenoxy)pyrazine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Methyl-4-(morpholin-4-yl)aniline | HCID 21955000 | — |
| Reactant | 3-Chloro-6-ethyl-5-(3-nitrophenoxy)pyrazine-2-carboxamide | HCID 89709111 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-Ethyl-3-{[2-methyl-4-(morpholin-4-yl)phenyl]amino}-5-(3-nitrophenoxy)pyrazine-2-carboxamide | HCID 117666884 | 36% |
Reaction Steps
A mixture of 3-chloro-6-ethyl-5-(3-nitrophenoxy)pyrazine-2-carboxamide (300 mg), 2-methyl-4-(morpholin-4-yl)aniline (200 mg), diisopropylethylamine (330 μL), and N-methylpyrrolidone (2 mL) was reacted in a microwave reaction device at 180° C. for 2 hours. The reaction mixture was left to be cooled, and then 5 mL of water was added thereto. The precipitated solid was collected by filtration and purified by silica gel column chromatography (eluent; ethyl acetate:hexane=1:9-7:3) to obtain 6-ethyl-3-{[2-methyl-4-(morpholin-4-yl)phenyl]amino}-5-(3-nitrophenoxy)pyrazine-2-carboxamide (160 mg) as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09085540B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-e712da1d58e144b8b3364888864f4cbc |
| Source note | uspto-grants-2015_07 |