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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097426Generated: November 1, 2026

2-Bromo-3-butyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one → 3-Butyl-2-(3-cyclopropoxy-4-methoxyphenyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]-pyridazin-4-one

https://huagongshe.com/reaction/2097426

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-3-butyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 66602482—
Reactant2-(3-Cyclopropoxy-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 66602585—
Reactant2-Bromo-3-methyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 66602704—
Reactant2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolaneHCID 66602834—
Product3-Butyl-2-(3-cyclopropoxy-4-methoxyphenyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]-pyridazin-4-oneHCID 6660242888%

Reaction Steps

Reaction and post treatment were carried out in the same manner as in Example 4-(a) except for using 530 mg (0.999 mmol) of 2-bromo-3-butyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in the following Reference example 22-(b) in place of 2-bromo-3-methyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one, and using 435 mg (1.50 mmol) of 2-(3-cyclopropoxy-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane obtained in the following Reference Example 1-(e) in place of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane, whereby 537 mg of the title compound was obtained as a brownish oil. (Yield: 88%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450319B2
Source datasetuspto-grants-2013_05
ORD IDord-4a0f9ef55f91429db8dde4253c9e84da
Source noteuspto-grants-2013_05