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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513308Generated: October 30, 2026

Trifluoroacetic acid → HCID 67502230, compound

https://huagongshe.com/reaction/513308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-FluoropyridineHCID 9746—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(2,3-Difluorobenzylamino)-6-(4-(piperidin-4-yl)phenylamino)nicotinamideHCID 67500438—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67502230HCID 67502230—

Reaction Conditions

Temperature125 °C

Reaction Steps

The mixture of 4-(2,3-difluorobenzylamino)-6-(4-(piperidin-4-yl)phenylamino)nicotinamide (Example 209) (55 mg, 0.11 mmol), DIEA (0.1 mL, 0.55 mmol), 2-fluoropyridine (110 mg, 1.10 mmol) in 3 mL NMP was stirred in a sealed tube at 125° C. for 1 day. It was acidified with TFA and subjected to reverse phase preparative HPLC to isolate the title compound. MS found for C29H28F2N6O as (M+H)+ 515.4. UV: λ=249, 306 nm. 1H NMR: (CD3OD) δ 8.17 (1H, s), 8.00-7.94 (2H, m), 7.39 (1H, d, J=9.2 Hz), 7.36 (2H, dt, J=8.0; 2.0 Hz), 7.25 (1H, m), 7.18 (1H, m), 7.14-7.07 (3H, m), 6.94 (1H, t, J=7.2 Hz), 5.79 (1H, s), 4.55 (2H, s), 4.36 (2H, m), 3.38 (2H, m), 3.03 (1H, m), 2.08 (2H, m), 1.87 (2H, m) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102625B2
Source datasetuspto-grants-2015_08
ORD IDord-a64eda0dbd924cceb954af586c936b3c
Source noteuspto-grants-2015_08