HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 4-Chloro-1-(5-(2,2-dimethyl-1,3-dioxolan-4-yl)pyridin-3-yl)-5-phenylphthalazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 3-(2,2-Dimethyl-1,3-dioxolan-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine | HCID 90386176 | — |
| 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 | 4-Chloro-1-(5-(2,2-dimethyl-1,3-dioxolan-4-yl)pyridin-3-yl)-5-phenylphthalazine | HCID 90424588 | 82.2% |
Reaction Steps
4-Chloro-1-(5-(2,2-dimethyl-1,3-dioxolan-4-yl)pyridin-3-yl)-5phenylphthalazine (1.00 g, 82.0% yield) was prepared from 1,4-dichloro-5-phenylphthalazine (0.800 g, 2.91 mmol), 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (0.887 g, 2.91 mmol), K3PO4 (0.617 g, 2.91 mmol), tricyclohexylphosphine (0.0160 g, 0.0580 mmol) and Pd2(dba)3 (0.0270 g, 0.0290 mmol) by the methods described for N-(tert-butyl)-5-(4-chloro-5-phenylphthalazin-1-yl)pyridine-3-sulfonamide in Example 1. The crude product was taken to next step without purification. LCMS (Condition 11): retention time 1.05 min, [M+1]=418.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242966B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-2dae4ecc3e564ea68cf63c3cec8030a5 |
| Source note | uspto-grants-2016_01 |