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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469272Generated: October 30, 2026

4,6-Dichloro-2-(methylthio)pyrimidine → HCID 86679314, compound

https://huagongshe.com/reaction/469272

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,6-Dichloro-2-(methylthio)pyrimidineHCID 80531—
ReactantBenzoic acid, 4-amino-, 1,1-dimethylethyl esterHCID 233272—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86679314HCID 86679314—

Reaction Steps

NaHMDS (41 mL, 1M in THF) was added into the solution of 4,6-dichloro-2-(methylthio)pyrimidine (4 g) and tert-butyl 4-aminobenzoate (3.96 g) in THF (200 mL). The reaction was stirred at room temperature for 16 hours, before being quenched by water (100 mL). The aqueous layer was extracted with EtOAc (3×100 mL)). The combined organic phase was dried over MgSO4 and concentrated under vacuum to give tert-butyl 4-(6-chloro-2-(methylthio)pyrimidin-4-ylamino)benzoate which will be used without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629150B2
Source datasetuspto-grants-2014_01
ORD IDord-94838e8f8c174116bb4bf9deac42ff21
Source noteuspto-grants-2014_01