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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447281Generated: October 29, 2026

5-fluoro-1,3-dihydro-2H-indol-2-one → HCID 178517180, compound

https://huagongshe.com/reaction/447281

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-fluoro-1,3-dihydro-2H-indol-2-oneHCID 3731012—
ReactantHCID 178519327HCID 178519327—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
ProductHCID 178517180HCID 17851718097.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

A round bottom flask was charged with 5-fluoroindolin-2-one (100 mg, 0.661 mmol), 3-iodo-1H-indazole-6-carbaldehyde (180 mg, 0.661 mmol), piperidine (13 uL, 0.027 mmol) and methanol (7.5 mL). The reaction was then heated to 60° C. for 3 h prior to cooling the reaction mass to room temperature. Filtration and washing with methanol (0.50 mL×2) gave the title compound as a yellow solid (260 mg, 96%). 1H NMR (400 MHz, DMSO-d6) δ 13.82 (s, 1H), 10.72 (s, 1H), 9.00 (s, 1H), 8.06 (s, 1H), 7.98 (d, J=8.8 Hz, 1H), 7.71 (s, J=8.8 Hz, 1H), 7.48 (d, J=8.8 Hz, 1H), 7.07-7.02 (m, 1H), 6.81 (d, J=4.4 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481533B2
Source datasetuspto-grants-2013_07
ORD IDord-82fcb263e12e4b0dbbfc13f898529364
Source noteuspto-grants-2013_07