HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-1,2,4-Triazole → 1-(3,5-Dichloro-pyridin-4-ylmethyl)-6-difluoromethoxy-4-[1,2,4]triazol-1-yl-phthalazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-1,2,4-Triazole | HCID 9257 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-1-(3,5-dichloro-pyridin-4-ylmethyl)-6-difluoromethoxy-phthalazine | HCID 18381624 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(3,5-Dichloro-pyridin-4-ylmethyl)-6-difluoromethoxy-4-[1,2,4]triazol-1-yl-phthalazine | HCID 18381647 | 56.2% |
Reaction Steps
A solution under N2 of 1,2,4-triazole (2.4 g, 34.8 mmoles) in DMF (100 ml) was added with NaH (1.05 g, 26.1 mmoles). The mixture was stirred at room temperature up to clarity, then added with 4-chloro-1(3,5-dichloro-pyridin-4-ylmethyl)-6-difluoromethoxy-phthalazine (6.8 g, 17.4 mmoles), prepared as described in example 99. The mixture was heated at 100° C. for 5 hours, extracted three times with CH2Cl2. The organic phase was anhydrified and dried to give a solid which was flash chromatographed (eluent: ethyl acetate/petrolatum 7:3 to 100% of ethyl acetate) to give 4.14 g of the title compound (yield: 28%). m.p.: 220-224° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06492360B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-1804ee52650c462b87138f2d96ade060 |
| Source note | uspto-grants-2002_12 |