Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 2-(Tributylstannyl)pyrimidine | HCID 2763251 | — |
| Reactant | HCID 86647347 | HCID 86647347 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Product | HCID 59570657 | HCID 59570657 | 10% |
Reaction Steps
Bis(triphenylphosphine)palladium(II) dichloride (95 mg, 0.13 mmol) and 2-(tributylstannyl)-pyrimidine (493 mg, 1.34 mmol) were added to a degassed solution of (4-chloro-phenyl)-(6-chloro-pyrazin-2-yl)-carbamic acid tent-butyl ester (500 mg, 1.47 mmol) and lithium chloride (170 mg, 4.00 mmol) in toluene (5 mL) and the mixture was heated to reflux over night. The reaction was quenched with aqueous sodium hydrogen carbonate and brine. The aqueous phase was extracted with ethyl acetate (4×15 mL). The combined organic phases were washed with brine, dried over anhydrous sodium sulphate, filtrated and evaporated. The crude product was purified by column chromatography (ethyl acetate/heptane as eluent) to give (4-chloro-phenyl)-(6-pyrimidin-2-yl-pyrazin-2-yl)-carbamic acid tert-butyl ester (53 mg, 10%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415358B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-3e45182283f0438d8c9596a6f7377e58 |
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| Source note | uspto-grants-2013_04 |
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