HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methyl-1,2,3,4-tetrahydroquinolin-7-amine → 6-(2-chlorophenyl)-2-[(1-methyl-1,2,3,4-tetrahydroquinolin-7-yl)amino]imidazo[1,2-a]pyrimido[5,4-e]pyrimidin-5(6H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methyl-1,2,3,4-tetrahydroquinolin-7-amine | HCID 11217421 | — |
| Reactant | 4-(2-Chloro-phenyl)-8-methanesulfinyl-4H-3,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-5-one | HCID 68194757 | — |
| Solvent | Dimethyl sulfoxide methanol | HCID 22036561 | — |
| Product | 6-(2-chlorophenyl)-2-[(1-methyl-1,2,3,4-tetrahydroquinolin-7-yl)amino]imidazo[1,2-a]pyrimido[5,4-e]pyrimidin-5(6H)-one | HCID 60168684 | — |
Reaction Steps
A mixture of Example 1E (60.0 mg, 0.167 mmol) and 1-methyl-1,2,3,4-tetrahydroquinolin-7-amine (48.7 mg, 0.300 mmol) was heated in a capped vial at 90° C. for 1 hour. After cooling, the residue was treated with dimethylsulfoxide/methanol (2 mL). The precipitate was filtered, washed with methanol and water, and oven-dried to provide the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.77-1.99 (m, 2H), 2.69 (t, J=6.26 Hz, 2H), 2.90 (s, 3H), 3.11-3.28 (m, 2H), 6.92 (d, J=7.93 Hz, 1H), 7.02 (d, J=7.32 Hz, 1H), 7.07 (s, 1H), 7.18 (s, 1H), 7.50-7.65 (m, 3H), 7.69-7.74 (m, 2H), 9.09 (s, 1H), 10.53 (s, 1H). MS (ESI+) m/z 458.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08710065B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-1fb9f48dbf264099a7447ad3013ffef8 |
| Source note | uspto-grants-2014_04 |