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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200883Generated: October 30, 2026

Water → Avanafil Impurity 37

https://huagongshe.com/reaction/2200883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant4-((3-Chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylic acidHCID 22665572—
SolventDichloromethaneHCID 6344—
ProductAvanafil Impurity 37HCID 118157672—

Reaction Steps

In DCM (20 mL) was dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio) pyrimidine-5-carboxylic acid (200 mg, 0.59 mmol). The solution was cooled in an ice bath and m-CPBA (101 mg, 0.59 mmol) was added. The reaction was conducted at ambient temperature for 5 h, followed by addition of water and extraction with DCM. The organic phase was dried and concentrated to give a solid which was used in the subsequent procedure without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359371B2
Source datasetuspto-grants-2016_06
ORD IDord-9eb39b1c2ac1451d96871882c515cd6f
Source noteuspto-grants-2016_06