HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 90030421, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-(Methanesulfonylamino)phenylboronic acid pinacol ester | HCID 16217715 | — |
| Reactant | HCID 90030824 | HCID 90030824 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethanol toluene water | HCID 86587398 | — |
| Product | HCID 90030421 | HCID 90030421 | 46.3% |
Reaction Steps
Using similar reaction conditions as described in step-ii of example-1, 3-(1-benzyl-1H-pyrazol-4-yl)-5-bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine (220 mg, 0.433 mmol) was coupled with N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide (intermediate 3) in Sodium carbonate (137.68 mg, 1.29 mmol), PdCl2(dppf) (15.8 mg, 0.02 mmol), toluene/ethanol/water (5/5/2 ml). This on purification by preparative TLC using methanol/chloroform as eluent afforded 120 mg (46.3% yield) of the pure compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-dc271df01d924edfa88d070ce8b6fe14 |
| Source note | uspto-grants-2016_05 |