Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277696Generated: October 30, 2026

Water → HCID 61315511, compound

https://huagongshe.com/reaction/2277696

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-MethylimidazoleHCID 1390—
Reactant5-Bromo-3-pyridinecarboxaldehydeHCID 2784734—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 61315511HCID 6131551178.4%

Reaction Conditions

Temperature-78 °C

Reaction Steps

At −78° C., under N2 protection, n-BuLi (0.16 mL, 1.6 M, 1.0 mmol) was added to a solution of 1-methyl-1H-imidazole (82 mg, 1.0 mmol) in THF (10 mL) and the reaction mixture was stirred at −78° C. for 0.5 hour; then, 5-bromo-pyridine-3-carbaldehyde (186 mg, 1.0 mmol) was added to the above solution and stirring continued at −78° C. for additional 2 hours. The reaction mixture was poured into water (5.0 mL) and extracted with EtOAc (2×50 mL). The organic layer was dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product (210 mg, 78.4%) as white solid. MS: 268.1 & 270.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133158B2
Source datasetuspto-grants-2015_09
ORD IDord-10bc314673384e309fefdcc79025c4fe
Source noteuspto-grants-2015_09