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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1621015Generated: November 2, 2026

Hydrochloric Acid → HCID 89524760, compound

https://huagongshe.com/reaction/1621015

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-BromopyridineHCID 7973—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 89524833HCID 89524833—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductHCID 89524760HCID 8952476021%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 2-bromopyridine (410 mg, 2.6 mmol) in ether (10 mL) was added 2.5M n-BuLi (1.04 mL, 2.6 mmol) dropwise and the solution was stirred at −78° C. for 45 minutes. Then a solution of Example 265C (500 mg, 2.0 mmol) in ether (2 mL) was added to the solution at −78° C. and the mixture was stirred for 2 hours. 1N HCl aqueous solution was added to the mixture till pH<7 and the resulting solution was stirred at room temperature for 1 hour. The reaction mixture was basified with aqueous solution of NaHCO3 and the solution was extracted with EtOAc (20 mL×3). The combined organic phases were washed with brine (30 mL), dried over Na2SO4, filtered, and concentrated to obtain the title compound (140 mg, 21% yield) as a yellow oil. MS: m/z 275 (M−55).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772500B2
Source datasetuspto-grants-2014_07
ORD IDord-a7fabdd10dfc4c708a88fe296b1f672d
Source noteuspto-grants-2014_07