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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2044092Generated: November 2, 2026

Lithium Hexamethyldisilazide → HCID 57489640, compound

https://huagongshe.com/reaction/2044092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant2,6-Dichloropyridine-3-carboxamideHCID 22142778—
ReactantHCID 57489639HCID 57489639—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 57489640HCID 5748964079.8%

Reaction Steps

A 1 M THF solution of LiHMDS (2.302 mL, 2.302 mmol) was added dropwise to a suspension of 2,6-dichloronicotinamide (163 mg, 0.855 mmol) and N-(3-aminophenyl)-N-methylbenzenesulfonamide (172.5 mg, 0.658 mmol) in THF (3 mL) at room temperature. After 18 h at room temperature, the mixture was diluted with EtOAc and washed with saturated NH4Cl (5 mL). The EtOAc phase was concentrated and purified by silica gel chromatography, eluting with 20-100% EtOAc in hexanes, to give a yellow solid (218.8 mg, 51% yield). LCMS: (M+H)+=417.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586751B2
Source datasetuspto-grants-2013_11
ORD IDord-d72b9bcbc0b2402b8218a84aa86a197f
Source noteuspto-grants-2013_11