Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 59436020 | HCID 59436020 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59436081 | HCID 59436081 | — |
Reaction Steps
To a solution of N-(2,6-dichloro-4-iodophenyl)-10-methoxypyrido[4,3-c]-1,6-naphthyridin-6-amine (Example 152, Step 1) (1.0 g, 2.01 mmol) in DMF (10 mL) was added zinc cyanide (283 mg, 2.41 mmol) and Pd(Ph3P)4 (465 mg, 0.402 mmol). The reaction was stirred at 80 ° C. for 2.5 h in a sealed tube. After cooling to room temperature, the reaction was diluted with ethyl acetate and washed with water followed by brine. The organic layer was dried with sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with methanol in dichloromethane to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349865B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-2cc2dc4237e44d509d7f1738f388b5cf |
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| Source note | uspto-grants-2013_01 |
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