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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496594Generated: October 25, 2026

Methylamine → Ethyl 1,3-dimethyl-4-methylamino-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

https://huagongshe.com/reaction/496594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactantethyl 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylateHCID 2736380—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductEthyl 1,3-dimethyl-4-methylamino-1H-pyrazolo[3,4-b]pyridine-5-carboxylateHCID 2232215457.6%

Reaction Steps

A mixture of 1.268 g (5 mmol) of ethyl 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate and 7.5 ml (15 mmol) of methylamine in tetrahydrofuran (2.0 molar solution) was stirred at room temperature overnight and refluxed for 2 hours. The solvent was removed to give a white solid. The solid was dissolved in ethyl acetate and the solution washed with H2O, 1M NaHCO3, brine and dried (Na2SO4). The solvent was removed to give a white solid. Crystallization from ethyl acetate gave 0.715 g of white solid; Mass spectrum (ES) 249.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06946473B2
Source datasetuspto-grants-2005_09
ORD IDord-60dccb4e528f4eb9b5ed92a96baf4a23
Source noteuspto-grants-2005_09