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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240562Generated: November 1, 2026

Lithium Hexamethyldisilazide → HCID 66937271, compound

https://huagongshe.com/reaction/240562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 86650898HCID 86650898—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66937271HCID 6693727133%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of 2-chloro-5-(2-methyl-4-nitrophenoxy)pyridine (1.13 g, 4.27 mmol), XPHOS (0.097 g, 0.205 mmol) and Pd2 dba3 (0.078 g, 0.0853 mmol) in THF (32 mL) was added LHMDS (8.53 mL, 8.53 mmol). After heating to 65° C. for 1 hour, the mixture was cooled to room temperature and stirred for 16 hours. The mixture was concentrated onto silica and chromatographed (10% methanol in ethyl acetate) to provide the product (0.336 g, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648087B2
Source datasetuspto-grants-2014_02
ORD IDord-8220d08f674946059aa77f3b62eb6562
Source noteuspto-grants-2014_02