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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613287Generated: October 29, 2026

Dimethyl Sulfoxide → HCID 67587896, compound

https://huagongshe.com/reaction/613287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantMethanesulfonic AcidHCID 6395—
Reactant3-PyridinemethanamineHCID 31018—
Reactant1-ethyl-4-chloro-1H-pyrazolo[3,4-b]quinolineHCID 15816908—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 67587896HCID 6758789676.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 1-ethyl-4-chloro-1H-pyrazolo[3,4-b] quinoline (1.0 g, 0.0043 mol), DMSO (1 mL) and 3-aminomethylpyridine (0.97 mL, 0.0093 mol) was heated at 90° C. for 4 hours. The reaction mixture was poured into water and the solid which formed was collected by filtration and recrystallized from ether/CH2Cl2 /hexane to afford the product as the free base. The free base was dissolved in methanol (100 mL) and then was treated with methanesulfonic acid (1 mL). The methanol was evaporated and then the residue was crystallized from 2-propanol/ether. The product was collected by filtration, washed with ether and dried in vacuo to afford 1.0 g of 1-ethyl-N-(3-pyridinylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine ·2CH3SO3H, m.p. 282-284° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06008226
Source datasetuspto-grants-1999_12
ORD IDord-57fc3fcf940e48e381e86e391f9b41cd
Source noteuspto-grants-1999_12