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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097382Generated: October 31, 2026

Tetrahydrofuran → HCID 66602776, compound

https://huagongshe.com/reaction/2097382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium borohydrideHCID 4311764—
Reactant2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-3-formyl-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-oneHCID 86627030—
SolventWaterHCID 962—
ProductHCID 66602776HCID 6660277670%

Reaction Steps

To 3 ml of tetrahydrofuran solution containing 221 mg (0.450 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-3-formyl-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one obtained in Example 10-(a) was added 58 mg (1.53 mmol) of sodium borohydride under ice-cooling, and the reaction mixture was raised to room temperature. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer after separation was washed successively with water and then with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The obtained residue was applied to silica gel column chromatography (Eluent; hexane:ethyl acetate=1:1 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 155 mg of the title compound as a pale yellowish foam. (Yield: 70%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450319B2
Source datasetuspto-grants-2013_05
ORD IDord-73da2e97272b44b7821f5d5495092e2a
Source noteuspto-grants-2013_05