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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2402298Generated: October 30, 2026

Isoquinolin-3-Amine → 3-[7-Fluoro-2-(4-fluoro-benzyl)-3-oxo-2,3-dihydro-1H-isoindol-1-yl]-N-isoquinolin-3-yl-propionamide

https://huagongshe.com/reaction/2402298

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsoquinolin-3-AmineHCID 311869—
Reactant6-{3-[7-Fluoro-2-(4-fluorobenzyl)-3-oxo-2,3-dihydro-1H-isoindol-1-yl]-propionylamino}-nicotinic acidHCID 16058717—
Product3-[7-Fluoro-2-(4-fluoro-benzyl)-3-oxo-2,3-dihydro-1H-isoindol-1-yl]-N-isoquinolin-3-yl-propionamideHCID 16662960—

Reaction Steps

The product from Example 11, Part D (200 mg, 0.6 mmol) and isoquinolin-3-amine (131 mg, 0.91 mmol) were converted to the title compound in a manner analogous to the method described in Example 7, Part E, using CH2Cl2 in place of THF in the reaction and EtOAc in the workup, and without crystallization (95 mg, 35%). 1HNMR (300 MHz, CDCl3) δ 8.28 (d, J=9 Hz, 1H), 8.15 (d, J=9 Hz, 1H), 7.91 (s, 1H), 7.75 (m, 2H), 7.70 (d, J=8 Hz, 1H), 7.64 (m, 1H), 7.45 (m, 2H), 7.32 (m, 2H), 7.20 (t, J=9 Hz, 1H), 7.02 (m, 2H), 5.29 (d, J=15 Hz, 1H), 4.71 (m, 1H), 4.26 (d, J=15 Hz, 1H), 2.55 (m, 2H), 2.00 (m, 2H). MS: m/z (MH+) 458.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796313B2
Source datasetuspto-grants-2014_08
ORD IDord-24b9f0dfcde84bdd8d4fca9bcae25454
Source noteuspto-grants-2014_08