Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | HCID 59453397 | HCID 59453397 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59453399 | HCID 59453399 | 39% |
Reaction Steps
A mixture of 3-[2-(3-Bromo-phenyl)-2H-pyrazol-3-yl]-1-pyridin-4-yl-1H-pyridazin-4-one (example 97, 81 mg, 0.21 mmol), ethynyltrimethylsilane (44 ul, 0.31 mmol), CuI (2 mg, 0.01 mmol), (PPh3)2PdCl2 (9 mg, 0.01 mmol), PPh3 (113 mg, 0.41 mmol) and dimethylamine (421 ul, 3.1 mmol of a solution in ethanol) in DMF (1.0 ml) is heated at 120° C. for 20 minutes under microwave irradiation. After purification of the crude product by preparative HPLC 33 mg (39% yield) of the product is obtained as solid material. MS: M=412.3 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09187455B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-10de37b4b6bc4e38a391b419f1e9c473 |
|---|
| Source note | uspto-grants-2015_11 |
|---|
