Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Amino-3,5-dibromobenzotrifluoride | HCID 144565 | — |
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 144991-53-7 | HCID 20061970 | — |
Reaction Steps
A mixture of 2,6-dibromo-4-trifluoromethyl aniline (1.00 g, 3.14 mmol), trimethylboroxin (1.16 ml, 1.04 g, 8.33 mmol), potassium carbonate (1.15 g, 8.33 mmol) and catalytic amount (10%) Pd(PPh3)4 in DMF (5 ml) was heated to 90° C. for 14 h. Water (10 ml) was added. The mixture was extracted with ethyl acetate (3×20 ml). The combined EtOAc layers were washed with brine and dried over sodium sulfate. The titled compound was obtained as a colorless oil after a flash column using EtOAc:hexane (1:9) as the elute. 1H NMR (CDCl3, 500 MHz): δ 7.28 (s, 1H), 7.22 (s, 1H), 3.88 (br s, 2H), 2.21 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735435B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-d62d8374a1a84c81895c7eadf8d6e47d |
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| Source note | uspto-grants-2014_05 |
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