Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| Reactant | HCID 69961490 | HCID 69961490 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9821880 | HCID 9821880 | — |
Reaction Steps
A stirred solution of 2-[(S)-1-phenylethylamino]-4-[5-(tributylstannyl)-benzimidazol-1-yl]pyrimidine (27 mg), 3-bromopyridine (44 μL) and tetrakis(triphenylphosphine)palladium(0) (0.5 mg) in DMF (4 mL) was heated and maintained at 100° C. overnight. The reaction mixture was cooled and transferred to a separatory funnel containing 100 mL ether plus 25 mL ethyl acetate. The organic layer was washed 3× with water and 1× with brine. The organic layer was dried over anhydrous MgSO4, filtered and concentrated. The product was purified by silica gel chromatography eluting with methanol in dichloromethane to give 9.1 mg of the title compound. Mass spectrum (ESI): 393.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06498165B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-e8101305cc544999b395389e5499c89d |
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| Source note | uspto-grants-2002_12 |
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