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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475487Generated: October 26, 2026

propyl [2-(4-diazo-3-oxobutyl)-1H-indol-3-yl]acetate → Propyl (7-oxo-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)acetate

https://huagongshe.com/reaction/475487

Reaction equation

Participants

RoleNameHCIDCharge
Reactantpropyl [2-(4-diazo-3-oxobutyl)-1H-indol-3-yl]acetateHCID 86655415—
CatalystRhodium(II) Octanoate DimerHCID 6099591—
SolventDichloromethaneHCID 6344—
ProductPropyl (7-oxo-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl)acetateHCID 5839915964%

Reaction Steps

Rhodium (II) octanoate dimer (0.1 equiv.) was added to a CH2Cl2 solution (0.02 M) of propyl [2-(4-diazo-3-oxobutyl)-1H-indo1-3-yl]acetate from Step 4. The reaction mixture was stirred overnight at rt and then concentrated. The residue was purified by column chromatography on silica gel using a CombiFlashRF (Teledyne ISCO) eluting with EtOAc/Hex (2:98 to 10:90) to give the title compound (64%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637541B2
Source datasetuspto-grants-2014_01
ORD IDord-b2282c4428c64bca84ee603e25739878
Source noteuspto-grants-2014_01