Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1H-Indole-6-carbonitrile, 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)- | HCID 66882064 | — |
| Reactant | HCID 86650188 | HCID 86650188 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 46238783 | HCID 46238783 | — |
Reaction Steps
A mixture of 2-chloro-6-(4-cyclopropyl-piperazin-1ylmethyl)-4-morpholin-4-yl-thieno[2,3-d]pyrimidine-6-carbaldehyde (217 mg), 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-H-indole-6-carbonitrile (256 mg), bis(triphenylphosphine)palladium chloride (19 mg), and sodium carbonate (175 mg) in water (1.7 mL) and acetonitrile (6 mL) was heated in a microwave reactor at 140° C. for 1 hour. The reaction mixture was cooled, diluted with dichloromethane (20 mL), washed with water, dried (MgSO4) and the solvents removed in vacuo to give, after purification using flash chromatography, the title compound (59 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08293735B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-d818ee0b33354a9cb7df816d928d3d3b |
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| Source note | uspto-grants-2012_10 |
|---|