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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986348Generated: October 29, 2026

Water → HCID 86623344, compound

https://huagongshe.com/reaction/1986348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4-((Tert-butyldimethylsilyl)oxy)anilineHCID 11715553—
Reactant2,4-Dichloro-5-nitropyridineHCID 12275765—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86623344HCID 8662334495%

Reaction Steps

The product from Example 1, Step 3 (20.0 g, 104 mmol) and triethylamine (17.4 mL, 125 mmol) were dissolved in THF (200 mL) and a solution of 4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}aniline (25.0 g, 113 mmol) in THF (50 mL) was added and the mixture was allowed to stir at rt overnight. The reaction mixture was poured into water and extracted with EtOAc. The combined organic phases were washed with brine, dried (MgSO4), filtered and the filtrate was concentrated to give the title compound (37.5 g, 95%) as a yellow oil. MS (ES+) m/e 381 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07547779B2
Source datasetuspto-grants-2009_06
ORD IDord-ba26645cdfd74dd4a83fc210d02e8c36
Source noteuspto-grants-2009_06