Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 401452Generated: October 30, 2026

Dimethylformamide → HCID 86670598, compound

https://huagongshe.com/reaction/401452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium CarbonateHCID 10340—
Reactant(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Reactant6-Bromoimidazo[1,2-a]pyridine-3-carbaldehydeHCID 21345676—
SolventEthyl AcetateHCID 8857—
ProductHCID 86670598HCID 8667059847.43%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741932B2
Source datasetuspto-grants-2014_06
ORD IDord-05b75b473ac24f3ab2d2175897225bb4
Source noteuspto-grants-2014_06