HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2038725Generated: November 2, 2026
HCID 71237747, compound → HCID 71237937, compound
https://huagongshe.com/reaction/2038725
Participants
| Role | Name | HCID | Charge |
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| Reactant | HCID 71237747 | HCID 71237747 | — |
| Reactant | HCID 71238252 | HCID 71238252 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 71237937 | HCID 71237937 | 74.2% |
Reaction Steps
To a solution of 6-(2-ethyl-5-fluoro-4-methoxy-phenyl)-1-(tetrahydro-pyran-2-yl)-3-trimethylstannanyl-1H-indazole (Preparation 18, 735 mg, 1.53 mmol) in toluene (6 mL) was added 2-iodo-1-(2-trimethylsilanyl-ethoxymethyl)-1,4,6,7-tetrahydro-imidazo[4,5-c]pyridine-5-carboxylic acid tert-butyl ester (Preparation 22, 805 mg, 1.68 mmol), copper (1) iodide (60 mg, 310 μmol) and tetrakis(triphenylphosphine) palladium(0) (173 mg, 150 μmol). The reaction mixture was degassed with nitrogen, heated at 100° C. for 18 hours, cooled to room temperature and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with 20% EtOAc in toluene to give the title compound as a foam (801 mg) in a 74% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575336B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-54bdc8a45e214f3b820712d0a612fedc |
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| Source note | uspto-grants-2013_11 |
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