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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774875Generated: October 29, 2026

6-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-azatricyclo[6.3.1.0,4,12]dodeca-4(12),5,7-trien-11-one → 3-Chloro-pyridine-2-carboxylic acid [5-(4-oxo-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-8-yl)-pyridin-3-ylmethyl]-amide

https://huagongshe.com/reaction/1774875

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-azatricyclo[6.3.1.0,4,12]dodeca-4(12),5,7-trien-11-oneHCID 52937042—
ReactantN-((5-Bromopyridin-3-yl)methyl)-3-chloropicolinamideHCID 86679147—
Product3-Chloro-pyridine-2-carboxylic acid [5-(4-oxo-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-8-yl)-pyridin-3-ylmethyl]-amideHCID 86679222—

Reaction Steps

In analogy to the procedure described for the preparation of example 45, 8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-4(2H)-one has been coupled to N-((5-bromopyridin-3-yl)methyl)-3-chloropicolinamide (intermediate A-56) to give the title compound as off-white solid. MS: 419.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260408B2
Source datasetuspto-grants-2016_02
ORD IDord-e46eede24be24c54aa1ff1ebeee7cb01
Source noteuspto-grants-2016_02