Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | [6-(Bromomethyl)pyridin-2-yl]methanol | HCID 10878213 | — |
| Reactant | N-cyclopropyl-3-[(4-hydroxybenzoyl)amino]-4-methylbenzamide | HCID 66631169 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 11247457 | HCID 11247457 | 58% |
Reaction Steps
3 -{[4-(hydroxy)benzoyl]amino }-N-cyclopropyl-4-methylbenzamide (100 mg, 0.323 mmol), [6-(bromomethyl)pyridin-2-yl]methanol (71 mg, 0.355 mmol) and potassium carbonate (49 mg, 0.355 mmol) were mixed in acetonitrile (3 mL) and the reaction was stirred at room temperature for 16 h. The reaction was then heated at 100° C. in the microwave for 10 mins. Water (10 mL) was added and the mixture was extracted with DCM (3×15 mL). The organic layers were combined and evaporated to give a white solid which was triturated with DCM to give the title compound as a white solid (80 mg, 58%); NMR Spectrum: (DMSOd6) 0.58 (m, 2H), 0.6S (m, 2H), 2.25 (s, 3H), 2.85 (m, 1H), 4.59 (s, 2H), 5.24 (s, 2H), 7.16 (d, 2H), 7.32 (d, 1H), 7.38 (d, 1H), 7.45 (d, 1H), 7.63 (m, 1H), 7.80 (m, 2H), 7.97 (d, 2H), 8.36 (d, 1H), 9.82 (s, 1H); Mass Spectrum: M+H+ 432.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07943776B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-62df87dc6c214c5a8147464ac4e3f6f5 |
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| Source note | uspto-grants-2011_05 |
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