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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333091Generated: October 30, 2026

Trifluoromethanesulfonic acid → 4-(2-Aminoethylamino)-1,3-dimethyl-pyrazolo[3,4-b]pyridine-5-carboxamide trifluoromethanesulfonate

https://huagongshe.com/reaction/333091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoromethanesulfonic acidHCID 62406—
Reactanttert-Butyl N-[2-[[5-[(4-methoxyphenyl)methylcarbamoyl]-1,3-dimethyl-pyrazolo[3,4-b]pyridin-4-yl]amino]ethyl]carbamateHCID 86691175—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
Product4-(2-Aminoethylamino)-1,3-dimethyl-pyrazolo[3,4-b]pyridine-5-carboxamide trifluoromethanesulfonateHCID 86691176117.3%

Reaction Steps

To a solution of tert-Butyl N-[2-[[5-[(4-methoxyphenyl)methylcarbamoyl]-1,3-dimethyl-pyrazolo[3,4-b]pyridin-4-yl]amino]ethyl]carbamate (43 mg, 0.092 mmol) in dichloromethane (2.0 ml) was added trifluoromethanesulfonic acid (2.0 mL, 22.60 mmol) and the resulting orange-red mixture was stirred at room temperature over night. The reaction mixture was diluted with dichloromethane (40 ml) and diethylether (100 ml) subsequently upon which a white precipitate was formed. The mixture was stirred for 15 minutes after which the white solids were filtered off, washed with diethylether and dried in a stream of air. 43 mg of an off-white solid was obtained and used directly in the next step. MS (ESI) m/z=249.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877934B2
Source datasetuspto-grants-2014_11
ORD IDord-8158c3ab2a274833937d94adb4bf4452
Source noteuspto-grants-2014_11