HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 86670598, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2,4-Dimethoxypyrimidin-5-yl)boronic acid | HCID 2736209 | — |
| Reactant | 6-Bromoimidazo[1,2-a]pyridine-3-carbaldehyde | HCID 21345676 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86670598 | HCID 86670598 | 47.43% |
Reaction Steps
6-bromoimidazo[1,2-a]pyridine-3-carbaldehyde (Compound of step 1 of Intermediate 1, 200 mg, 0.89 mmol), 2,4-dimethoxypyrimidin-5-ylboronic acid (212.57 mg, 1.15 mmol), dichlorobis(triphenylphosphine) palladium (II) (20 mg, 10% mmol) and 2M aqueous Na2CO3 (1 mL) were added to DMF (8 mL) and refluxed for 3 hours. The reaction mixture was diluted with ethyl acetate and washed with H2O and brine. The solvent was evaporated to obtain crude product, which was purified by column chromatography (silica gel, 1% methanol in chloroform) to obtain the title compound. Yield: 47.43%; 1H NMR (DMSO-d6; 300 MHz): δ 9.97 (s, 1H), 9.59 (s, 1H), 8.56-8.58 (d, 2H, J=4.5 Hz), 7.88-7.98 (m, 2H), 3.96 (s, 3H), 3.98 (s, 3H); MS: m/z 285.1 (M+1)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08741932B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-05b75b473ac24f3ab2d2175897225bb4 |
| Source note | uspto-grants-2014_06 |