Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 2-methyl-1H-indole-3-carboxylate | HCID 594174 | — |
| Reactant | 5-(Bromomethyl)pyrimidine | HCID 14434919 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117779002 | HCID 117779002 | 23% |
Reaction Steps
To a solution of methyl 2-methyl-1H-indole-3-carboxylate (0.5 g, 2.6 mmol) in N,N-dimethylformamide (20 mL) was added cesium carbonate (1.7 g, 5.2 mmol) and 5-(bromomethyl)pyrimidine (0.3 g, 1.7 mmol). The mixture was stirred at 100° C. for 1 hour and then concentrated to give a residue. The residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether=1:20) to give methyl 2-methyl-1-(pyrimidin-5-ylmethyl)-1H-indole-3-carboxylate (110 mg, 14%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09371331B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-8379a546236843f8a5fe86a963cbfa1f |
|---|
| Source note | uspto-grants-2016_06 |
|---|