Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | HCID 58337018 | HCID 58337018 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 67028967 | HCID 67028967 | — |
Reaction Steps
A mixture of 4-chloro-1-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)pyrimidin-2(1H)-one (50 mg, 0.13 mmol) and ethylamine (30 μl) in ethanol (2 ml) in a sealed tube was heated at 70° C. for 4 hours. Excess reagent was evaporated under reduced pressure. Crude product was dissolved in CH2Cl2 (10 mL) was washed with water, sat. NaHCO3 and brine, dried and evaporated. The crude product was purified by silica gel chromatography. M/e+ 380 for C20H19ClN5O (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 8.42 (d, J=6.6 Hz, 1H), 7.68 (d, J=8.4 Hz, 2H), 7.64 (d, J=9.1 Hz, 1H), 7.47 (d, J=8.4 Hz, 2H), 7.29 (d, J=7.7 Hz, 1H), 6.87 (t, J=6.9 Hz, 1H), 6.65 (d, J=7.3 Hz, 1H), 5.37 (d, J=7.3 Hz, 2H), 4.97 (s, 1H), 3.51 (m, 2H), 3.18 (s, 1H), 1.18 (t, J=7.3 Hz, 3H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08497278B2 |
|---|
| Source dataset | uspto-grants-2013_07 |
|---|
| ORD ID | ord-07106d619ce645e2b83d43f807f362fb |
|---|
| Source note | uspto-grants-2013_07 |
|---|