Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Isopropyl-6-chloro-2,4-dimethoxypyrimidine | HCID 16088186 | — |
| Reactant | 6-Methyl-1H-indole-4-carbonitrile | HCID 24728820 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58203502 | HCID 58203502 | 42% |
Reaction Steps
NaH (148 mg, 1.1 eq.) was added to 6-methyl-1H-indole-4-carbonitrile (526 mg, 3.37 mmol) in 20 mL of DMF. After 5 minutes, 4-chloro-5-isopropyl-2,6-dimethoxy-pyrimidine was added to the reaction mixture. The reaction mixture was heated at 50° C. for 5 hours. The reaction mixture was diluted with EtOAc and washed with brine. The organic layer was concentrated and purified (silica gel, 0-80% EtOAC/hexane) to give a white solid (470 mg, 42%). LC-MS shows 337.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08334295B2 |
|---|
| Source dataset | uspto-grants-2012_12 |
|---|
| ORD ID | ord-5accba48345f413abc38d9e7cf75ceb1 |
|---|
| Source note | uspto-grants-2012_12 |
|---|
