HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 118524030, 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 90030505 | HCID 90030505 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethanol toluene water | HCID 86587398 | — |
| Product | HCID 118524030 | HCID 118524030 | 85.3% |
Reaction Steps
Using similar reaction conditions as described in step-ii of example-1, tert-butyl 4-(5-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-6-methoxypyridin-2-yl)piperazine-1-carboxylate (Intermediate 66L) (75 mg, 0.108 mmol) was coupled with 1-(3-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 11) (65 mg, 0.217 mmol) using sodium carbonate (35 mg, 0.326 mmol) and Pd(dppf)Cl2 (4 mg, 0.005 mmol) in toluene/ethanol/water (20/10/5 mL). This afforded 68 mg (85% yield) of the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-892f8ab0f2da4d1da63c7675789914cb |
| Source note | uspto-grants-2016_05 |