HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 59580003, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 25226166 | HCID 25226166 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 59580003 | HCID 59580003 | — |
Reaction Steps
A solution of 1-(4-bromo-5-methyl-pyrimidin-2-yl)-3-methyl-1H-pyrazole-4-carboxylic acid (adamantan-1-ylmethyl)-amide (1.05 g, 2.4 mmol), zinc cyanide (328 mg, 2.8 mmol) and Pd(PPh3)4 (240 mg) in DMF (12 mL) is heated at 90° C. for 12 h. The mixture is cooled to RT and EtOAc and brine are added. The mixture is filtered through Celite, and the organic layer is separated, washed with brine, dried and evaporated. Purification by flash chromatography, eluting with a mixture of 5% MeOH and 1% TEA in DCM, affords the title compound. MS (M+1)=391.27; RT=1.34 min. *IC50.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133204B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-a25bdce71588415babe76cdc5be60e79 |
| Source note | uspto-grants-2015_09 |