Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Amino-5-bromopyrazine | HCID 599539 | — |
| Reactant | HCID 90310765 | HCID 90310765 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 90310783 | HCID 90310783 | — |
Reaction Steps
(3-((tert-Butyldimethylsilyl)oxy)-2-fluoro-4-methylphenyl)boronic acid (292 mg, 1.03 mmol), 2-amino-5-bromopyrazine (179 mg, 1.03 mmol), 1,4-dioxane (6.1 mL), and Na2CO3(2.1 mL, 2 M) were added to a microwave vial and the resultant mixture sparged with argon for 10 minutes. Pd(dppf)Cl2.DCM was then added the mixture, the vial sealed, and then heated at 80° Celsius for 16 hours. The reaction mixture was then cooled to rt, diluted with water (5 mL), and extracted with EtOAc (4×5 mL). The combined organic extracts were then dried over Na2SO4, filtered, and concentrated to dryness to provide the title compound. This compound was used directly in the next synthetic step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073876B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-e0718e00cbef4937bacca61a3178d12f |
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| Source note | uspto-grants-2015_07 |
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