HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → (4-{4-[2-(3-Fluorophenylamino)-pyrimidin-5-yl]-phenyl}-cyclohexyl)-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methyl 2-(trans-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclohexyl)acetate | HCID 57992171 | — |
| Reactant | 5-bromo-N-(3-fluorophenyl)pyrimidin-2-amine | HCID 63874387 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | (4-{4-[2-(3-Fluorophenylamino)-pyrimidin-5-yl]-phenyl}-cyclohexyl)-acetic acid methyl ester | HCID 66615836 | — |
Reaction Conditions
| Temperature | 125 °C |
|---|
Reaction Steps
The mixture of (5-bromopyrimidin-2-yl)-(3-fluorophenyl)-amine (75 mg, 0.28 mmol), {4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclohexyl}-acetic acid methyl ester (Patent WO2004 047755) (100 mg, 0.28 mmol), PdCl2dppf (12 mg, 0.014 mmol), sodium carbonate (2M solution, 0.35 mL) and DME (2 mL) is heated in a microwave at 125° C. for 15 Min. The reaction mixture is extracted with EtOAc, washed with NH4Cl solution. The organic phase is dried with MgSO4, filtered and it is used directly in the next step: (M+H)+ 420.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912208B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-7117512a16144a29ab3b17f7c5458ab7 |
| Source note | uspto-grants-2014_12 |