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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749882Generated: October 26, 2026

Piperidine → HCID 178452316, compound

https://huagongshe.com/reaction/1749882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantTert-butyl 4-[(5-chloro-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylateHCID 71278506—
ReactantHCID 178520023HCID 178520023—
SolventMethanolHCID 887—
ProductHCID 178452316HCID 17845231671.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of tert-butyl 4-[(5-chloro-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.100 g, 0.261 mmol) synthesized in Example B13, Step 2 in methanol (1 mL) was added with 5-bromo-1H-indazole-3-carbaldehyde (0.0587 g, 0.261 mmol) synthesized in Example B10, Step 3, and piperidine (0.00222 g, 0.0261 mmol) at room temperature, and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was cooled to room temperature, then added with methanol (4 mL), and suspended in methanol and thereby washed to obtain tert-butyl (Z)-4-({5-chloro-2-[(5-bromo-1H-indazol-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.110 g, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-5ae9e120ee7a4398a3312c415ceb270f
Source noteuspto-grants-2015_10