HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(1,3-Dioxolan-2-yl)methanamine → 2-{[(1,3-Dioxolan-2-ylmethyl)-amino]-methyl}imidazo[1,2-a]pyridine-7-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(1,3-Dioxolan-2-yl)methanamine | HCID 10855394 | — |
| Reactant | 2-(Chloromethyl)imidazo[1,2-a]pyridine-7-carbonitrile hydrochloride | HCID 67132314 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-{[(1,3-Dioxolan-2-ylmethyl)-amino]-methyl}imidazo[1,2-a]pyridine-7-carbonitrile | HCID 67134825 | 60.8% |
Reaction Steps
To a DCM solution of 1-(1,3-dioxolan-2-yl)methanamine (799 mg, 7.83 mmol) was added 2-(chloromethyl)imidazo[1,2-a]pyridine-7-carbonitrile hydrochloride (Intermediate 17) (500 mg, 2.61 mmol). After heating to reflux for 1 hr, the reaction mixture was cooled room temperature, concentrated under reduced pressure, chromatographed on silica gel eluting with a gradient solvent mixture (5% MeOH-DCM to 15% MeOH-DCM) to give the title compound as oil (410 mg). LC/MS: m/z 259(M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017605B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-8832b66bb9d54e37aa58dc0a98872bb1 |
| Source note | uspto-grants-2011_09 |