HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Methylpyrazin-2-amine → N-ethyl-N-methyl-5-(2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yloxy)pyrimidine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Methylpyrazin-2-amine | HCID 313215 | — |
| Reactant | Dimethylalumanylium chloride | HCID 16686359 | — |
| Reactant | Ethyl 4-(2-(ethyl(methyl)carbamoyl)pyrimidin-5-yloxy)-2-methylbenzofuran-6-carboxylate | HCID 59483317 | — |
| Product | N-ethyl-N-methyl-5-(2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yloxy)pyrimidine-2-carboxamide | HCID 46916696 | 61% |
Reaction Steps
The title compound (5) was prepared by a method analogous to that described in Example 1 using ethyl 4-(2-(ethyl(methyl)carbamoyl)pyrimidin-5-yloxy)-2-methylbenzofuran-6-carboxylate (I-5a: 99 mg, 0.26 mmol), 5-methyl-2-aminopyrazine (84 mg, 0.77 mmol), dimethylaluminium chloride (1.29 mmol, 1M in hexane) and dimethylethere (4.5 mL) to afford N-ethyl-N-methyl-5-(2-methyl-6-((5-methylpyrazin-2-yl)carbamoyl)benzofuran-4-yloxy)pyrimidine-2-carboxamide (5: 70 mg, 61%) as an off white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455496B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-aaf02eb2c4f441629782af5d625d6eea |
| Source note | uspto-grants-2013_06 |