HuagongsheHuagongshe Chemistry Print Report · For research reference only
2H-Indol-2-one, 1,3-dihydro-7-methyl- → 5-(6-Chloro-pyrimidine-4-carbonyl)-7-methyl-1,3-dihydro-indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2H-Indol-2-one, 1,3-dihydro-7-methyl- | HCID 3014225 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 6-Chloropyrimidine-4-carbonyl chloride | HCID 18422098 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(6-Chloro-pyrimidine-4-carbonyl)-7-methyl-1,3-dihydro-indol-2-one | HCID 58181143 | — |
Reaction Steps
1.92 g (10.9 mmol) 6-chloropyrimidine-4-carboxylic acid chloride, 1.60 g (10.9 mmol) 7-methyl-1,3-dihydro-indol-2-one and 7.33 g (55.0 mmol) aluminium trichloride were heated to 130° C. for 3 h with stirring. The mixture was combined first with ice water and then with EtOAc. The precipitate formed as black flakes was suction filtered and the phases were separated. The aqueous phase was extracted several times with EtOAc. The combined organic phases were dried on sodium sulphate, filtered and evaporated down i. vac.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629137B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-6479643787ae47c59e586dda64d16ad0 |
| Source note | uspto-grants-2014_01 |