Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dibutylamine | HCID 8148 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86718951 | HCID 86718951 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71062377 | HCID 71062377 | 95% |
Reaction Steps
To a solution of methyl 4-(2-chloropyrimidin-4-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate (82 mg, 0.20 mmol) in DMF (1.0 mL) were added dibutylamine (Aldrich, 52 mg, 0.40 mmol) and potassium carbonate (83 mg, 0.60 mmol). The reaction mixture was heated at 60° C. for 5 h and 80° C. for 3 h. After cooling to room temperature, the reaction mixture was quenched with cold water. The mixture was extracted with EtOAc (3×). The combined organic extracts were dried over MgSO4, filtered and concentrated in vacuo to give the title compound (69 mg, 95%). MS (ESI+) m/z 501.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09346795B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-d31c7eca452043faa67681b09aa78ac9 |
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| Source note | uspto-grants-2016_05 |
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