HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 2-[4-(4,5-Dihydro-1H-pyrazol-4-ylcarbonyl)anilino]-4-(imidazo-[1,2-a]-pyridin-3-yl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 4-(Imidazo[1,2-a]pyridin-3-yl)pyrimidin-2-amine | HCID 69197864 | — |
| Reactant | (4-bromophenyl)(1H-pyrazol-4-yl)methanone | HCID 69200129 | — |
| Product | 2-[4-(4,5-Dihydro-1H-pyrazol-4-ylcarbonyl)anilino]-4-(imidazo-[1,2-a]-pyridin-3-yl)pyrimidine | HCID 10110492 | 8% |
Reaction Steps
The title compound was prepared from 2-amino-4-(imidazo-[1,2-a]pyridin-3-yl)pyrimidine and (4-bromophenyl)(1H-pyrazol-4-yl)methanone following the general method of Example 1 using potassium tert-butoxide as the base. The crude product was purified by column chromatography on silica gel using chloroform/ethanol, 95:5, as the eluent affording 0.020 g (8% yield) of the title compound as a yellow solid: mp (decomp.) 229-232° C.; MS (TSP) m/z 382 (M+1); 1H NMR (400 MHz, DMSO-d6) δ 10.27 (d, J=6.9 Hz, 1 H), 10.21 (s, 1 H), 8.76 (s, 1 H), 8.62 (d, J=5.4 Hz, 1 H), 8.30 (br s 2H), 8.03 (m, 5 H), 7.89 (m, 1 H), 7.62 (m, 2 H), 7.29 (m, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07345050B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-e65b7f2f77434131a0445f23a3af4f01 |
| Source note | uspto-grants-2008_03 |