Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (E)-4-(5-Bromo-2-(2-(quinolin-2-yl)vinyl)imidazo[1,2-a]pyrazin-8-yl)morpholine | HCID 117728505 | — |
| Reactant | HCID 123752808 | HCID 123752808 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Product | HCID 131734685 | HCID 131734685 | — |
Reaction Steps
A mixture of compound 2b (100 mg, 0.229 mmol), compound 82c (115 mg, 0.275 mmol), PdCl2(dppf)-DCM (5.6 mg, 0.0069 mmol), and Argon-degassed aqueous 2M Na2CO3 (0.573 mL, 1.15 mmol) in Argon-degassed 1,4-dioxane (4 mL) was further degassed with Argon for 3 min and then stirred at 90° C. for 5 h. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure to a brown oil which was purified by flash column chromatography on silica gel (20-100% EtOAc-DCM), followed by a second purification by flash column chromography for mixed fractions (0-80% EtOAc-DCM), to afford compound 83a as a pale yellow solid. Mass spectrum (LCMS, ESI pos.): Calcd. for C35H38N8O3Si, 647.3 (M+H). found 647.7.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09249163B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-32c68c8a51e14d3089357eb6b8a84407 |
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| Source note | uspto-grants-2016_02 |
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