HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(1,3-Dioxolan-2-yl)methanamine → 1-(1,3-dioxolan-2-yl)-N-{[7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methyl}methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(1,3-Dioxolan-2-yl)methanamine | HCID 10855394 | — |
| Reactant | 2-(Chloromethyl)-7-(trifluoromethyl)imidazo[1,2-a]pyridine | HCID 58024782 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(1,3-dioxolan-2-yl)-N-{[7-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methyl}methanamine | HCID 58024800 | 56.8% |
Reaction Steps
To a DCM 5 mL solution of 1-(1,3-dioxolan-2-yl)methanamine (814 mg, 7.89 mmol) was added 2-(chloromethyl)-7-(trifluoromethyl)imidazo[1,2-a]pyridine (Intermediate 19) (620 mg, 2.63 mmol). After heating to reflux for 1.5 hr, the reaction mixture (suspension) was cooled to room temperature and concentrated under reduced pressure. The residue was chromatographed on silica gel eluting with a gradient solvent mixture (5% MeOH-DCM to 15% MeOH-DCM) to give the title compound as solid (450 mg). LC/MS: m/z 302(M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017605B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-69677bd2a30a43b4a8adc16511e27c99 |
| Source note | uspto-grants-2011_09 |