HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 5-(4-Chloro-5-phenylphthalazin-1-yl)pyridin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine | HCID 43811068 | — |
| Reactant | N-(tert-butyl)-5-(4-chloro-5-phenylphthalazin-1-yl)pyridine-3-sulfonamide | HCID 90424399 | — |
| Reactant | 1,4-Dichloro-5-phenylphthalazine | HCID 90424412 | — |
| Catalyst | Tricyclohexylphosphine | HCID 75806 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | 5-(4-Chloro-5-phenylphthalazin-1-yl)pyridin-3-amine | HCID 90424354 | 66.2% |
Reaction Steps
5-(4-Chloro-5-phenylphthalazin-1-yl)pyridin-3-amine (0.800 g, 66.1% yield) was prepared from 1,4-dichloro-5-phenylphthalazine (1.00 g, 3.63 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine (0.960 g, 4.36 mmol, commercial), K3PO4 (0.772 g, 3.63 mmol), Pd2(dba)3 (0.0330 g, 0.0360 mmol) and tricyclohexylphosphine (0.0200 g, 0.0730 mmol) by the methods described for the preparation of N-(tert-butyl)-5-(4-chloro-5-phenylphthalazin-1-yl)pyridine-3-sulfonamide in Example 1. The crude residue was taken to the next step without further purification. LCMS (Condition 11): retention time 0.86 min, [M+1]=333.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242966B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-23122b1a6e224a6e8ac96201c209204b |
| Source note | uspto-grants-2016_01 |