HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 25025698, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| Reactant | HCID 66649340 | HCID 66649340 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 25025698 | HCID 25025698 | 38.1% |
Reaction Steps
To a solution of N-[3-(4-amino-5-fluoro-2-oxo-2H-pyrimidin-1-yl)-cyclopentyl]-3-bromo-benzenesulfonamide (66 mg, 0.153 mmol) in acetonitrile (2.5 mL), 2-fluorophenylboronic acid (35 mg, 0.25 mmol), [1,1′-bis(diphenylphosphino) ferrocene]dichloropalladium (20 mg, 0.024 mmol) and 2M Na2CO3 solution (2.5 mL) were added, the mixture was stirred for 30 seconds. The reaction was completed by microwave at 120° C. for ten minutes. The organic phase of the reaction mixture was filtered and purified by a reverse phase preparative HPLC, giving 26 mg (38%) 2′-fluoro-biphenyl-3-sulfonic acid [3-(4-Amino-5-fluoro-2-oxo-2H-pyrimidin-1-yl)-cyclopentyl]-amide (6) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093245B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-d7ad7de2b28946188b3bbdff4d279f46 |
| Source note | uspto-grants-2012_01 |