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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097458Generated: October 31, 2026

3-Methylbut-1-yne → 2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-(1-hydroxy-4-methyl-2-pentynyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

https://huagongshe.com/reaction/2097458

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methylbut-1-yneHCID 69019—
ReactantHCID 86627032HCID 86627032—
ReactantHCID 178418443HCID 178418443—
ReactantHCID 178418486HCID 178418486—
ReactantHCID 178446073HCID 178446073—
SolventTolueneHCID 1140—
Product2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-(1-hydroxy-4-methyl-2-pentynyl)-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 6660282067%

Reaction Steps

Reaction and post treatment were carried out in the same manner as in Example 71-(a) except for using 1.74 g (2.80 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-formyl-1,5-bis(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in the same manner as in Example 15-(a), and using 6 ml of toluene solution containing 27w % 27 wt % 3-methyl-1-butynyl magnesium bromide prepared from ethyl magnesium bromide and 3-methyl-1-butyne in place of tetrahydrofuran solution containing ethynyl magnesium bromide, whereby 1.30 g of the title compound was obtained as a white foam. (Yield: 67%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450319B2
Source datasetuspto-grants-2013_05
ORD IDord-915828e47600462a9ea58f22a83ad264
Source noteuspto-grants-2013_05