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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826586Generated: November 1, 2026

Diethyl Ether → HCID 11240873, compound

https://huagongshe.com/reaction/1826586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant4-Amino-2-(methylsulfanyl)pyrimidine-5-carbaldehydeHCID 295769—
ReactantHCID 178418573HCID 178418573—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11240873HCID 1124087396%

Reaction Steps

To a suspension of 5.0 g (29 mmol) 4-amino-2-methylsulfanyl-pyrimidine-5-carboxaldehyde (Example 3) in 150 mL of tetrahydrofuran, cooled by an ice bath, is added during 20 minutes. 23.2 mL of a 3.0 M methylmagnesium bromide solution in diethyl ether (69.4 mmol). After 1 hour at 0° C. another 23.2 mL of the 3.0 M methylmagnesium bromide solution is added, and the suspension is allowed to come to room temperature and stirred overnight. The reaction is quenched with 100 mL of saturated aqueous ammonium chloride, and partitioned between water and ethyl acetate. The organic layer is dried (magnesium sulfate) and concentrated to give 5.24 g (96%) of the product, mp 140-142° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053070B2
Source datasetuspto-grants-2006_05
ORD IDord-d6b49a89379d4498a7a7ef4348e900a8
Source noteuspto-grants-2006_05