HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 11669029, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| Reactant | benzoic acid N'-[2-(2-bromo-4-fluoro-phenoxy)-acetyl]-N'-isopropyl-hydrazide | HCID 58689907 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 11669029 | HCID 11669029 | 58% |
Reaction Steps
A solution of benzoic acid N′-[2-(2-bromo-4-fluoro-phenoxy)-acetyl]-N′-isopropyl-hydrazide (50 mg, 0.122 mmol) in DME (3 mL)/2M Na2CO3 (0.215 ml, 0.427 mmol) was treated with 2-fluorophenylboronic acid (26 mg, 0.183 mmol) and Pd[PPh3]4 (28 mg, 0.0244 mmol) for 12 hours at 90° C. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. The crude was absorbed on silica and purified on a silica gel column with 30% ethyl acetate/hexanes to afford the product as a beige solid (30 mg, 58%). LC-MS m/e 425.28 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07317125B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-c9f3fae83b874a67a81f818b1c75da20 |
| Source note | uspto-grants-2008_01 |