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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749929Generated: October 30, 2026

Piperidine → tert-butyl 4-[[(2Z)-6-methoxy-2-[[5-(2-morpholin-4-ylethoxy)-2H-indazol-3-yl]methylidene]-3-oxo-1-benzofuran-7-yl]methyl]piperazine-1-carboxylate

https://huagongshe.com/reaction/1749929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantTert-butyl 4-[(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylateHCID 60155878—
ReactantHCID 178520039HCID 178520039—
SolventMethanolHCID 887—
Producttert-butyl 4-[[(2Z)-6-methoxy-2-[[5-(2-morpholin-4-ylethoxy)-2H-indazol-3-yl]methylidene]-3-oxo-1-benzofuran-7-yl]methyl]piperazine-1-carboxylateHCID 17848723399.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 5-(2-morpholinoethoxy)-1H-indazole-3-carboxaldehyde (0.0163 g, 0.0592 mmol) in methanol (0.5 mL) was added with tert-butyl 4-[(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.0172 g, 0.0493 mmol) and piperidine (0.00335 g, 0.0394 mmol), and the mixture was stirred at 60° C. for 3 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol) to obtain tert-butyl (Z)-4-[(6-methoxy-2-{[5-(2-morpholinoethoxy)-1H-indazol-3-yl]methylene}-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.0303 g, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-0384a1f3e89649b8b77f36caae1c4884
Source noteuspto-grants-2015_10