HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Trifluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 131735917 | HCID 131735917 | — |
| Reactant | (1E)-1-diazo-1-dimethoxyphosphorylpropan-2-one | HCID 136023029 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 131735920 | HCID 131735920 | — |
Reaction Steps
Dimethyl (1-diazo-2-oxopropyl)phosphonate (0.200 mL, 1.15 mmol) was added to a solution of 5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridine-2-carbaldehyde (201 mg, 0.560 mmol) and potassium carbonate (155 mg, 1.12 mmol) in dry methanol (8.00 mL). The mixture was stirred at room temperature for 2 hours. The mixture was diluted with water and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure and the residue was directly purified by reverse phase HPLC to yield N-[3-(6-ethynylpyridin-3-yl)-5-methylphenyl]-4-(trifluoromethyl)pyrimidin-2-amine as a TFA salt. MS APCI C19H14F3N4 [M+H]+ 355. found 355.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376418B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-2f08cf2d4d444ed39ce4ae4fac3d5a62 |
| Source note | uspto-grants-2016_06 |