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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337983Generated: October 29, 2026

Lithium Hexamethyldisilazide → N-[2-(benzyloxy)pyrimidin-4-yl]-5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluorobenzenesulfonamide

https://huagongshe.com/reaction/337983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant5-Chloro-2,4-difluorobenzenesulphonyl chlorideHCID 2773527—
Reactant2-(Benzyloxy)-N-(2,4-dimethoxybenzyl)pyrimidin-4-amineHCID 89962868—
SolventTetrahydrofuranHCID 8028—
ProductN-[2-(benzyloxy)pyrimidin-4-yl]-5-chloro-N-(2,4-dimethoxybenzyl)-2,4-difluorobenzenesulfonamideHCID 8996278661.1%

Reaction Steps

The reaction and aftertreatment were conducted in the same manner as in Example 86a by using the 2-(benzyloxy)-N-(2,4-dimethoxybenzyl)pyrimidin-4-amine (0.50 g, 1.42 mmol) prepared in Example 153a, 5-chloro-2,4-difluorobenzenesulfonyl chloride (0.36 g, 1.57 mmol), lithium bis(trimethylsilyl)amide (1.0 M solution in THF; 1.71 mL, 1.71 mmol) and THF (5.0 mL), to yield the title compound (487.8 mg, 61%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889741B2
Source datasetuspto-grants-2014_11
ORD IDord-d95dfe8df5824bbebcbf2c6d00aa4f43
Source noteuspto-grants-2014_11