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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196110Generated: November 3, 2026

Lithium Hexamethyldisilazide → HCID 25005525, compound

https://huagongshe.com/reaction/2196110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant3,5-Dichloro-4-methylpyridineHCID 10953827—
ReactantHCID 59286725HCID 59286725—
SolventTetrahydrofuranHCID 8028—
ProductHCID 25005525HCID 25005525—

Reaction Steps

Following the general procedure, condensation of 3,5-dichloro-4-methylpyridine (59 mg, 0.36 mmol) with compound 520 (85 mg, 0.28 mmol) in THF (1.5 mL) in the presence of LiHMDS (0.85 mL, 0.85 mmol) afforded compound 127 as a white solid material after purification by column chromatography (60-70% EtOAc in light petroleum). LC-MS: RT=3.70 min.; m/z 438.21, 440.21 (M+H)+, 436.30, 438.27 (M−H)−. 1H NMR (DMSO-d6): δ 8.65 (2H, s), 7.42 (1H, d, J 8.9), 6.87 (1H, d, J 9.0), 4.63 (2H, s), 4.25 (2H, s), 4.07 (2H, s), 3.84 (3H, s), 3.64 (4H, t, J 5.3), 1.60 (4H, t, J 5.3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338431B2
Source datasetuspto-grants-2012_12
ORD IDord-8e7678b39d3f4f129b2d47d3761938f0
Source noteuspto-grants-2012_12