HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 1-Benzyl-3-(4,5-dimethyl-2-pyrimidyl)indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Chloro-4,5-dimethylpyrimidine | HCID 12581784 | — |
| Reactant | 1-Benzyl-3-trimethylstannylindazole | HCID 15840356 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-Benzyl-3-(4,5-dimethyl-2-pyrimidyl)indazole | HCID 18416651 | — |
Reaction Steps
640 mg of 1-benzyl-3-trimethylstannylindazole (1.72 mmol), 212 mg of 2-chloro-4,5-dimethylpyrimidine* (1.49 mmol) and 72 mg (0.10 mmol) of Pd(PPh3)2Cl2 (5.8 mol %) in 20 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 silica gel 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 | US06462068B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-f9ca0b8b2f1441e7af2ee373e2979910 |
| Source note | uspto-grants-2002_10 |