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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200910Generated: October 30, 2026

Water → ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(5H-pyrrolo[3,4-b]pyridin-6 (7H)yl)-5-pyrimidine carboxylate

https://huagongshe.com/reaction/2200910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant6,7-Dihydro-5H-pyrrolo[3,4-b]pyridine hydrochlorideHCID 18953643—
ReactantEthyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)pyrimidine-5-carboxylateHCID 22665570—
SolventDichloromethaneHCID 6344—
Productethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(5H-pyrrolo[3,4-b]pyridin-6 (7H)yl)-5-pyrimidine carboxylateHCID 11815730465.6%

Reaction Steps

6,7-dihydro-5H-pyrrolo[3,4-b]pyridine hydrochloride salt (1.86 g, 12 mmol) was added into the solution of ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-methanesulfinyl-5-pyrimidine carboxylate in DCM. The mixture was cooled in an ice bath, and triethylamine was added dropwisely (2.5 mL, 17.9 mmol). The reaction mixture was stirred at ambient temperature overnight. LC-MS was used to monitor the reaction. After the completion of the reaction, water (30 mL) was added for precipitation. The solid was filtrated and dried to give ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(5H-pyrrolo[3,4-b]pyridine-6(7H)yl)-5-pyrimidine carboxylate (3.0 g, 65.6% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359371B2
Source datasetuspto-grants-2016_06
ORD IDord-917329570f6c4cc9a68c3e3dc6045897
Source noteuspto-grants-2016_06