Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200868Generated: November 2, 2026

Water → 2-(3-Azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4-methoxybenzyl)amino)pyrimidine-5-carboxylic acid

https://huagongshe.com/reaction/2200868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3-Azabicyclo[3.1.0]hexane hydrochlorideHCID 22335289—
ReactantAvanafil Impurity 37HCID 118157672—
SolventTetrahydrofuranHCID 8028—
Product2-(3-Azabicyclo[3.1.0]hexan-3-yl)-4-((3-chloro-4-methoxybenzyl)amino)pyrimidine-5-carboxylic acidHCID 117622545—

Reaction Steps

In THF (15 mL) were dissolved 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylsulfinyl)pyrimidine-5-carboxylic acid (196 mg, 0.55 mmol) and 3-azabicyclo[3.1.0]hexan hydrochloride salt (79 mg, 0.66 mmol). The solution was cooled in an ice bath and triethylamine (167 mg, 1.65 mmol) was then added dropwisely. The reaction was warmed to ambient temperature for 5 h. Then water was added and the reaction mixture was extracted with DCM. The organic phase was dried and concentrated to give a solid. The product 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-2a135e321bc746c083e1e3ff2ea8e92d
Source noteuspto-grants-2016_06