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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522532Generated: October 31, 2026

1,2-Dichloroethane → HCID 89467176, compound

https://huagongshe.com/reaction/1522532

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
ReactantHOAtHCID 181649—
Reactant3-(Aminomethyl)-6-methyl-4-propylpyridin-2(1H)-oneacetateHCID 67124140—
ReactantHCID 89444908HCID 89444908—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 89467176HCID 89467176—

Reaction Steps

1,6-dicyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (125 mg, 0.486 mmol), 3-(aminomethyl)-6-methyl-4-propyl-2(1H)-pyridinone (126 mg, 0.583 mmol), 1-hydroxy-7-azabenzotriazole (132 mg, 0.972 mmol), EDC (186 mg, 0.972 mmol) and N-methylmorpholine (0.214 mL, 1.943 mmol) were suspended in Dimethyl Sulfoxide (DMSO) (10 mL) and stirred at room temperature for 16 hours. Added 25 mL of water and let stir for 10 minutes. The contents were filtered and dried. The product was collected as 200 mg. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.92 (t, J=7.07 Hz, 3 H), 1.04 (d, J=6.06 Hz, 8 H), 1.45-1.73 (m, 2 H), 2.12 (s, 3 H), 2.24 (br. s., 1 H), 2.33 (s, 3 H), 3.79 (br. s., 1 H), 4.34 (d, J=3.79 Hz, 2 H), 5.89 (br. s., 1 H), 6.99 (s, 1 H), 8.57 (br. s., 1 H), 11.51 (br. s., 1 H). MS(ES) [M+H]+ 420.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073924B2
Source datasetuspto-grants-2015_07
ORD IDord-0e60bd9aa7ac4130a76124cab4c4ad5a
Source noteuspto-grants-2015_07