HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 59627819, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,4-Dichloro-5-nitropyrimidine | HCID 521266 | — |
| Reactant | 6-(Aminomethyl)quinoline | HCID 1514384 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59627819 | HCID 59627819 | 70% |
Reaction Steps
To a solution of 2,4-dichloro-5-nitro-pyrimidine (2.80 g, 14.4 mmol) in dioxane (20 mL) was added dropwise a solution of quinolin-6-ylmethanamine (2.28 g, 14.4 mmol) in dioxane (4 mL) and DIPEA (2.56 mL, 14.7 mmol). The reaction mixture was stirred at room temperature for 2 hours. Dichloromethane (20 mL) was then added to the reaction mixture. The solvent was removed in vacuo and the crude product was purified by flash chromatography over silica gel, using 50% EtOAc-hexane, gave the desired product (3.18 g, 70%) as a pale yellow solid. LCMS (APCI) m/z 316.0 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598184B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-75db5827af524ca9a3b1fd9da4d74953 |
| Source note | uspto-grants-2013_12 |