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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196112Generated: November 3, 2026

Lithium Hexamethyldisilazide → HCID 25005526, compound

https://huagongshe.com/reaction/2196112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant3,5-Dichloro-4-methylpyridineHCID 10953827—
ReactantHCID 59286715HCID 59286715—
SolventTetrahydrofuranHCID 8028—
ProductHCID 25005526HCID 25005526—

Reaction Steps

Following the general procedure, condensation of 3,5-dichloro-4-methylpyridine (93 mg, 0.58 mmol) with compound 522 (150 mg, 0.44 mmol) in THF (2 mL) in the presence of LiHMDS (1.3 mL, 1.3 mmol) afforded compound 129 as a white solid material after purification by column chromatography (55-60% EtOAc in light petroleum). LC-MS: RT=3.95 min.; m/z 468.19, 470.23 (M+H)+, 466.36, 468.33 (M−H)−. 1H NMR (DMSO-d6): δ 8.65 (2H, s), 7.42 (1H, d, J 8.8), 6.89 (1H, d, J 9.1), 4.63 (2H, s), 4.33 (2H, s), 4.08 (2H, s), 3.84 (3H, s), 3.82 (4H, s), 1.39 (3H, s), 1.37 (3H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338431B2
Source datasetuspto-grants-2012_12
ORD IDord-e2501468134e4c33bc46a50666952b4b
Source noteuspto-grants-2012_12