HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 1-Benzyl-3-(2-pyrimidyl)indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Chloropyrimidine | HCID 74404 | — |
| Reactant | 1-Benzyl-3-trimethylstannylindazole | HCID 15840356 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-Benzyl-3-(2-pyrimidyl)indazole | HCID 18416661 | — |
Reaction Steps
200 mg of 1-benzyl-3-trimethylstannylindazole (crude product, 70% according to GC), 35 mg of 2-chloropyrimidine (0.30 mmol) and 29 mg (0.025 mmol) of Pd(PPh3)4 in 2.5 ml of toluene were heated under reflux overnight in an argon atmosphere. The mixture was cooled to room temperature, saturated ammonium chloride solution was added and the mixture was extracted with ethyl acetate. The organic phase was dried over magnesium sulphate and freed from the solvent on a rotary evaporator. Purification was carried out by chromatography over aluminium oxide using cyclohexane/ethyl acetate as the eluent (gradient from 10:1 to 1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06387940B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-b2b5a06c2b5f4118aa99a462ed8e4085 |
| Source note | uspto-grants-2002_05 |