Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chloro-6-(trifluoromethyl)pyrimidine | HCID 11542881 | — |
| Reactant | (2-(Trifluoromethyl)-1h-indol-5-yl)methanamine | HCID 58126817 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 51356701 | HCID 51356701 | 11.9% |
Reaction Steps
{[2-(Trifluoromethyl)-1H-indol-5-yl]methyl}amine (Intermediate 34, 100 mg, 0.467 mmol), 4-chloro-6-(trifluoromethyl)pyrimidine (Intermediate 26, 128 mg, 0.700 mmol) and potassium carbonate (142 mg, 1.027 mmol) were dissolved in DMSO (1 mL). The reaction mixture was stirred in the microwave for 1 hour at 130° C. The LC/MS showed product. The reaction mixture was poured into water and the product was extracted with ethyl acetate. Traces of water were removed with a phase separator. The solvent was removed under reduced pressure. Purification was done by MDAP. The most pure fractions were combined and diluted with DCM and washed with aqueous sodium bicarbonate. Traces of water were removed with a phase separator. The solvent was removed under reduced pressure to give the title compound (20 mg);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08796283B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-42b8c7f0e8804a698ca9cdfca87267ea |
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| Source note | uspto-grants-2014_08 |
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