HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 131735900, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | HCID 131735901 | HCID 131735901 | — |
| Solvent | Sodium Thiosulfate | HCID 24477 | — |
| Product | HCID 131735900 | HCID 131735900 | — |
Reaction Steps
Dichloromethane (3.24 mL) and triphenylphosphine (0.459 g, 1.75 mmol) was added to [5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-2-yl]methanol (0.35 g, 0.971 mmol). Carbon tetrabromide (0.451 g, 1.36 mmol) was added slowly to the reaction mixture and stirred for 8 hours at room temperature. The reaction mixture was diluted with 10% sodium thiosulfate (5.00 mL) and the organic layer was separated, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/hexanes) to yield N-{3-[6-(bromomethyl)pyridin-3-yl]-5-methylphenyl}-4-(trifluoromethyl)pyrimidin-2-amine. MS APCI calc'd for C18H15BrF3N4 [M+H]+ 423 and 425. found 423 and 425.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376418B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-b5b4496caa164c789c34eed35cad68b3 |
| Source note | uspto-grants-2016_06 |