HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 90031144, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate | HCID 90030611 | — |
| Reactant | HCID 90031404 | HCID 90031404 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethanol toluene water | HCID 86587398 | — |
| Product | HCID 90031144 | HCID 90031144 | 30.8% |
Reaction Steps
Using similar reaction conditions as described in step-ii of example-1, tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate (intermediate 41) (300 mg, 0.4 mmol) was coupled with (Intermediate 56A) 3,5-dimethyl-1-(3-methylbenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (163 mg, 0.5 mmol) in sodium carbonate (147 mg, 1.0 mmol), PdCl2(dppf) (17 mg, 0.02 mmol), toluene/ethanol/water (2/2/3 ml) to give 90 mg (28% yield) of titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-48c54af185724e7886acf04a6e7c0330 |
| Source note | uspto-grants-2016_05 |