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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785106Generated: November 2, 2026

Sodium bis(trimethylsilyl)amide → HCID 10257407, compound

https://huagongshe.com/reaction/1785106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant4-Chloro-6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazolineHCID 11823941—
ReactantHCID 68882953HCID 68882953—
SolventDimethylformamideHCID 6228—
ProductHCID 10257407HCID 1025740766.1%

Reaction Steps

This was prepared using the method described in example 4 using 4-chloro-6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazoline (200 mg, 0.59 mmol), 5-chloro-7-(3-isopropoxyprop-1-yn-1-yl)-1,3-benzodioxol-4-amine (174 mg, 0.65 mmol) and a solution of sodium bis(trimethylsilyl)amide (1.0M in THF, 1.24 ml) in DMF (3 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 (222 mg, 66%) as a pale yellow solid; NMR Spectrum:(DMSOd6) 1.15 (d, 6H), 1.97 (quintet, 2H), 2.39 (m, 4H), 2.47 (t, 2H), 3.59 (m, 4H), 3.80 (m, 1H), 3.93 (s, 3H), 4.20 (t, 2H), 4.40 (s, 2H), 6.16 (s, 2H), 7.14 (s, 1H), 7.19 (s, 1H), 7.82 (s, 1H), 8.32 (s, 1H), 9.50 (s, 1H); Mass Spectrum: M+H+ 569/571

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504408B2
Source datasetuspto-grants-2009_03
ORD IDord-7964d59c0c7649a787bd8ee1409aa931
Source noteuspto-grants-2009_03