Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,4-Dimethylphenylboronic acid | HCID 2734348 | — |
| Reactant | HCID 66604956 | HCID 66604956 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66604864 | HCID 66604864 | 118.2% |
Reaction Steps
5-Bromo-2-(4-(morpholine-4-carbonyl)phenylamino)benzonitrile (300 mg, 0.777 mmol), Pd(Ph3P)4 (44.9 mg, 0.039 mmol), aqueous 2M Na2CO3 (0.882 mL, 1.763 mmol) were mixed with toluene (4 mL) in a sealed microwave tube. 3,4-dimethylphenylboronic acid (163 mg, 1.087 mmol) in MeOH (2.00 mL) was added to the above mixture. The mixture was heated at 105° C. for 4 hrs in an oil bath. The crude was diluted with CH2Cl2 (100 ml) and washed with water (2×50 ml), brine, dried with MgSO4 and concentrated. 378 mg of crude product (77% purity) was obtained and it will be used as it is.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08815840B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-64b21d5e65644a2fbe445bfc8ecfa5d5 |
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| Source note | uspto-grants-2014_08 |
|---|