HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 131735684, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-(3-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 69132726 | — |
| Reactant | HCID 118535216 | HCID 118535216 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethanol toluene water | HCID 86587398 | — |
| Product | HCID 131735684 | HCID 131735684 | — |
Reaction Steps
Using similar reaction conditions as described in step-i of example-1, tert-butyl (3-fluoro-5-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)carbamate (intermediate 66T) (150 mg, 0.24 mmol) was coupled with 1-(3-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 11) (82 mg, 0.27 mmol) using Pd(PPh3)2Cl2 (8 mg, 0.012 mol) and sodium carbonate (76 mg, 0.72 mmol) in toluene/ethanol/water (10/10/2 mL) to afford 122 mg (crude) of the titled compound. MS: m/z=657.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-5860978123234e97990f58649ec388c8 |
| Source note | uspto-grants-2016_05 |