HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → HCID 71280755, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 2774010 | — |
| Reactant | HCID 71280232 | HCID 71280232 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | HCID 71280755 | HCID 71280755 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
6-Bromo-N-(5-(5-(3,3-difluorocyclobutyl)-1,2,4-oxadiazol-3-yl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide (42a) (98.0 mg, 0.2 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (60.0 mg, 0.3 mmol), K3PO4(42.0 mg, 0.2 mmol) and Pd(PPh3)4(46.2 mg, 0.04 mmol) were added to a flask equipped with a stir bar. The flask was evacuated and backfilled with nitrogen several times. 1,4-Dioxane (1 mL) and the reaction was heated at 130° C. for 20 minutes in a microwave reactor. The reaction was filtered and purified by preparative HPLC to afford N-(5-(5-(3,3-difluorocyclobutyl)-1,2,4-oxadiazol-3-yl)-2-methylphenyl)-6-(1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (F40). MS m/z 476.1 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199981B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-d9759897b9fb4a5887eed25416728c2a |
| Source note | uspto-grants-2015_12 |