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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196115Generated: October 29, 2026

Lithium Hexamethyldisilazide → HCID 25005889, compound

https://huagongshe.com/reaction/2196115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant3,5-Dichloro-4-methylpyridineHCID 10953827—
ReactantHCID 59286717HCID 59286717—
SolventTetrahydrofuranHCID 8028—
ProductHCID 25005889HCID 25005889—

Reaction Steps

Following the general procedure, condensation of 3,5-dichloro-4-methylpyridine (154 mg, 0.95 mmol) with compound 526 (250 mg, 0.73 mmol) in THF (4 mL) in the presence of LiHMDS (2.2 mL, 2.2 mmol) afforded compound 132 as a white solid material after purification by column chromatography (45-55% EtOAc in light petroleum). LC-MS: RT=4.39 min.; m/z 472.15, 474.14 (M+H)+. 1H NMR (DMSO-d6): δ 8.65 (2H, s), 7.42 (1H, d, J 8.9), 6.88 (1H, d, J 8.9), 4.64 (2H, s), 4.43 (2H, s), 4.24 (2H, s), 3.85 (3H, s), 3.84 (2H, s), 2.91 (4H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338431B2
Source datasetuspto-grants-2012_12
ORD IDord-2c68965f58a345bb933473cc2fbb0c46
Source noteuspto-grants-2012_12