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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573653Generated: October 25, 2026

1-Methylimidazole → HCID 68324141, compound

https://huagongshe.com/reaction/573653

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylimidazoleHCID 1390—
ReactantN-(2-bromo-3,6-dimethylthieno[2,3-b]pyridin-4-yl)-3-chlorobenzenesulfonamideHCID 68324042—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178511492HCID 178511492—
ProductHCID 68324141HCID 6832414128.6%

Reaction Conditions

Temperature160 °C

Reaction Steps

To a solution of N-(2-bromo-3,6-dimethylthieno[2,3-b]pyridin-4-yl)-3-chlorobenzenesulfonamide (Example 77) (100 mg, 0.232 mmol) in 1-methylimidazole (1.5 mL, 18.82 mmol) was added potassium ferrocyanide (17.06 mg, 0.046 mmol) and copper(I) iodide (4.41 mg, 0.023 mmol) and the reaction stirred at 160° C. for 16 h. The reaction mixture was then cooled to RT before directly purifying on silica, eluting with a gradient of 0-20% 2M NH3 in MeOH in DCM. Further purification by MDAP (acidic conditions), afforded the title compound (25.1 mg). LCMS (A) m/z: 378 [M+1]+, Rt 1.10 min (acidic).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029545B2
Source datasetuspto-grants-2015_05
ORD IDord-e4988729f42840f685b9e5eedf45bc35
Source noteuspto-grants-2015_05