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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402822Generated: October 25, 2026

Acetic Acid → HCID 68093007, compound

https://huagongshe.com/reaction/402822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyano-borohydrideHCID 498716—
Reactant3-Bromo-4-(trifluoromethoxy)benzaldehydeHCID 13150416—
ReactantMethyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride saltHCID 66764605—
SolventDimethylformamideHCID 6228—
ProductHCID 68093007HCID 6809300766.2%

Reaction Steps

To methyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride salt (300 mg, 0.918 mmol; Example 1, Step 2), MP-cyanoborohydride (1192 mg, 2.75 mmol), 3-bromo-4-trifluoromethoxybenzaldehyde (272 mg, 1.01 mmol) and AcOH (79 μl, 1.38 mmol) was added 5 mL of DMF. The reaction mixture was filtered, the resin was washed with DMF and the solvent was evaporated. The residue was dissolved in saturated aqueous NaHCO3 and extracted with DCM. The combined organic layers were evaporated to yield the title compound as a light yellow solid (330 mg) that was used without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742110B2
Source datasetuspto-grants-2014_06
ORD IDord-099dc13b5d0f450fa14b0efad44ceab4
Source noteuspto-grants-2014_06