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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522479Generated: October 30, 2026

1,2-Dichloroethane → HCID 68078594, compound

https://huagongshe.com/reaction/1522479

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
ReactantHOAtHCID 181649—
Reactant3-(Aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-oneHCID 7063844—
Reactant1-(1-Methylethyl)-6-(4-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acidHCID 20114625—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 68078594HCID 68078594—

Reaction Steps

The title compound was prepared in the same manner as described in example 109 using 1-(1-methylethyl)-6-(4-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (60 mg, 0.213 mmol), DMSO(2 mL), 3-(aminomethyl)-4,6-dimethyl-2(1H)-pyridinone (60.1 mg, 0.319 mmol) HCl salt, N-methylmorpholine (0.093 mL, 0.850 mmol), 1-hydroxy-7-azabenzotriazole (57.9 mg, 0.425 mmol), and EDC (81 mg, 0.425 mmol). The final product was collected as 66 mg (74%). LCMS E-S (M+H)=446.5. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.56 (d, J=6.0 Hz, 6 H), 2.13 (br. s., 3 H), 2.23 (br. s., 3 H), 4.43 (m, 2 H), 5.37 (m, 1 H), 5.91 (br. s., 1 H), 8.15-8.34 (m, 3 H), 8.44 (s, 1 H), 8.78 (br. s., 2 H), 9.00 (br. s., 1 H), 11.58 (br. s., 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073924B2
Source datasetuspto-grants-2015_07
ORD IDord-0aa285d926924a2d88bdae76b5ed0bb2
Source noteuspto-grants-2015_07