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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615283Generated: November 1, 2026

1,3-Dihydro-2H-pyrrolo(2,3-b)pyridin-2-one → HCID 178517370, compound

https://huagongshe.com/reaction/1615283

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dihydro-2H-pyrrolo(2,3-b)pyridin-2-oneHCID 13864095—
Reactant1H-Indazole-6-carbaldehydeHCID 18538368—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
ProductHCID 178517370HCID 17851737071%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a mixture of 1H-pyrrolo[2,3-b]pyridin-2(3H)-one (26.8 mg, 0.2 mmol) and 1H-indazole-6-carbaldehyde (29.2 mg, 0.2 mmol) in MeOH (2 mL) was added 1 drop of piperidine via syringe needle. The resulting mixture was refluxed for 2 h (oil temp. 70° C.) and then cooled to rt. The resulting precipitate was collected by suction filtration to give the title compound as a yellow solid (37 mg, 71%). 1H NMR (400 MHz, DMSO-d6) δ 13.31 (s, 1H, NH), 11.25 (s, 1H, NH), 8.16 (s, 1H), 8.10 (d, J=5.2 Hz, 1H), 7.93-7.87 (m, 4H), 7.44 (d, J=8.8 Hz, 1H), 6.90 (dd, J=7.6 Hz, 5.6 Hz, 1H); MS ESI 263.0 [M+H]+, calcd for [C15H10N4O+H]+ 263.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765748B2
Source datasetuspto-grants-2014_07
ORD IDord-d84c62219d6c41c0a43857e42745e1ac
Source noteuspto-grants-2014_07