HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 118524039, 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 90030880 | HCID 90030880 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Product | HCID 118524039 | HCID 118524039 | 90.6% |
Reaction Steps
Using similar reaction conditions as described in step-ii of example-1, tert-butyl 4-(4-(6-cyclopropyl-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate (intermediate 47) (115 mg, 0.161 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) (81.53 mg, 0.24 mmol) in sodium carbonate (51.9 mg, 0.483 mmol), Pd(PPh3)2Cl2 (5.6 mg, 0.008 mmol), 1,2-dimethoxyethane/water (10/2 ml) to afford 113 mg (89% 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-5eaaf6678e774bffa4b74d45b181caec |
| Source note | uspto-grants-2016_05 |