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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785144Generated: November 1, 2026

Sodium bis(trimethylsilyl)amide → HCID 68881730, compound

https://huagongshe.com/reaction/1785144

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
ReactantHCID 68881321HCID 68881321—
Reactant1-{3-[(4-Chloro-6-methoxyquinazolin-7-yl)oxy]propyl}-4-methylpiperazin-2-oneHCID 86601563—
SolventDimethylformamideHCID 6228—
ProductHCID 68881730HCID 6888173067.8%

Reaction Steps

This was prepared by the method described in example 4 but using 1-{3-[(4-chloro-6-methoxyquinazolin-7-yl)oxy]propyl}-4-methylpiperazin-2-one (140 mg, 0.38 mmol), 5-chloro-7-(4-methoxybut-1-yn-1-yl)-1,3-benzodioxol-4-amine (107 mg, 0.42 mmol) and sodium bis(trimethylsilyl)amide (1.0M in THF, 0.81 ml) in DMF (2 ml). The crude product was purified by column chromatography on silica using increasing concentrations of methanol in dichloromethane as eluent. There was thus obtained the title compound (150 mg, 67%) as a pale orange solid; NMR Spectrum:(DMSOd6) 2.04 (quintet, 2H), 2.20 (s, 3H), 2.59 (t, 2H), 2.72 (t, 2H), 2.91 (s, 2H), 3.30 (s, 3H), 3.32 (t, 2H), 3.47 (t, 2H), 3.53 (t, 2H), 3.94 (s, 3H), 4.14 (t, 2H), 6.14 (s, 2H), 7.07 (s, 1H), 7.15 (s, 1H), 7.83 (s, 1H), 8.32 (s, 1H), 9.49 (s, 1H);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504408B2
Source datasetuspto-grants-2009_03
ORD IDord-bf4db140b7df4746b7c3b4edc6505413
Source noteuspto-grants-2009_03