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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826588Generated: November 2, 2026

Ammonium Chloride → HCID 22134704, compound

https://huagongshe.com/reaction/1826588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Amino-2-(methylsulfanyl)pyrimidine-5-carbaldehydeHCID 295769—
ReactantTriethyl 2-fluoro-2-phosphonoacetateHCID 2734865—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22134704HCID 2213470492.1%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of 1.74 g (10.33 mmol) of (diethoxy-phosphoryl)-fluoro-acetic acid ethyl ester in 20 mL of tetrahydrofuran is cooled to −78° C. and treated dropwise with 12.9 mL (20.65 mmol) of a 1.6 M solution of n-butyl lithium in hexanes. After stirring for 30 minutes at −78° C. the solution is treated with 1.74 g (10.33 mmol) of 4-amino-2-methylsulfanyl-pyrimidine-5-carboxaldehyde (Example 3), allowed to warm to room temperature, and stirred overnight. The reaction is treated with saturated aqueous ammonium chloride, then water. The solid is collected by filtration and washed with diethyl ether to give 2.01 g (92%) of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053070B2
Source datasetuspto-grants-2006_05
ORD IDord-f8d6334e0b38473c986f4db3a5b14f57
Source noteuspto-grants-2006_05