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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097514Generated: November 1, 2026

Phenylboronic Acid → 1,5-Bis(2-trimethylsilylethoxymethyl)-3-[1-(2-trimethylsilylethoxymethyl)-4-pyrazolyl]-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-one

https://huagongshe.com/reaction/2097514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylboronic AcidHCID 66827—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazoleHCID 57477666—
Reactant3-Bromo-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 66602503—
Reactant2-Chloro-3-iodo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 66602826—
Product1,5-Bis(2-trimethylsilylethoxymethyl)-3-[1-(2-trimethylsilylethoxymethyl)-4-pyrazolyl]-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-oneHCID 6660266846%

Reaction Steps

Reaction and post treatment were carried out in the same manner as in Reference example 31 except for using 289 mg (0.61 mmol) of 3-bromo-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Reference example 20-(a) in place of 2-chloro-3-iodo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]-pyridazin-4-one, and using 619 mg (1.91 mmol) of 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-(2-trimethylsilylethoxymethyl)-1H-pyrazole obtained in Reference example 32-(a) in place of phenylboronic acid, respectively, whereby 166 mg of the title compound was obtained as a slightly yellowish oil. (Yield: 46%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450319B2
Source datasetuspto-grants-2013_05
ORD IDord-ae54dc7439dc4b03a3d4c15987e56073
Source noteuspto-grants-2013_05