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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625432Generated: October 31, 2026

Boron → HCID 59362509, compound

https://huagongshe.com/reaction/1625432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoronHCID 5462311—
Reactant5-Fluoro-3-iodo-1H-pyrrolo[2,3-b]pyridineHCID 24229225—
ReactantHCID 59362353HCID 59362353—
Reactant1-(3,4-Difluoro-benzyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid 3-(5-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-benzylamideHCID 59362558—
ProductHCID 59362509HCID 59362509—

Reaction Steps

Except where indicated, 1-(3,4-Difluoro-benzyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid 3-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-benzylamide was synthesized as per Example 68, 1-(3,4-Difluoro-benzyl)-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid 3-(5-cyano-1H-pyrrolo[2,3-b]pyridin-3-yl)-benzylamide using 3-({[1-(3,4-Difluoro-benzyl)-2-oxo-1,2-dihydro-pyridine-3-carbonyl]-amino}-methyl)-phenylboronic acid as activated boron species and 5-Fluoro-3-iodo-1H-pyrrolo[2,3-b]pyridine as substituted bicyclic heterocycle, to produce the title compound. 1H NMR (400 MHz, CDCl3) d ppm 12.504 (s, 1H) 10.457 (m, 1H) 8.609 (dd, J=7.3, 2.1 Hz, 1H) 8.541 (d, J=8.1 Hz, 1H) 8.259 (m, 1H) 7.788 (s, 1H) 7.605 (s, 1H) 7.576 (dd, J=6.5, 2.0 Hz, 1H) 7.522-7.366 (m, 3H) 7.221-7.094 (m, 2H) 7.044-6.993 (m, 1H) 6.517 (t, J=6.9 Hz, 1H) 5.178 (s, 2H) 4.739 (d, J=5.7 Hz, 2H); MS m/z=489.33 M+H.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778977B2
Source datasetuspto-grants-2014_07
ORD IDord-efb3a46f357a43fea2525f9dce1e6363
Source noteuspto-grants-2014_07