HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 118524100, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-(3-Fluoro-benzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole | HCID 90030671 | — |
| Reactant | HCID 90064849 | HCID 90064849 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethanol toluene water | HCID 86587398 | — |
| Product | HCID 118524100 | HCID 118524100 | 115.7% |
Reaction Steps
Using similar reaction conditions as described in step-ii of example-1, 3-iodo-5-(4-(4-methylpiperazin-1-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (intermediate 48) (200 mg, 0.349 mmol) was coupled with 1-(3-fluorobenzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 16) (231 mg, 0.699 mmol) in sodium carbonate (111 mg, 1.048 mmol), PdCl2(dppf) (12.7 mg, 0.017 mmol), Toluene/ethanol/water (20/10/2 ml) to afford 262 mg of the crude titled compound. MS: m/z=649 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-71f5669c2fcc4cc79df9269a8600a683 |
| Source note | uspto-grants-2016_05 |