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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503679Generated: October 30, 2026

Acetic Acid → HCID 86675142, compound

https://huagongshe.com/reaction/1503679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 86675137HCID 86675137—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductHCID 86675142HCID 86675142—

Reaction Steps

A solution of (E)-2-bromo-N-(piperidin-4-yl)-4-(4,4,4-trifluoro-3-(3,4,5-trichlorophenyl)but-1-enyl)benzamide (0.1 g, 0.16 mmol), formaldehyde (30% in water) (0.1 mL, 0.16 mmol) and acetic acid (0.01 mL) in methanol (5.0 mL) was stirred at RT for 30 min. After that NaBH3CN (0.01 g, 0.16 mmol) was added at 0° C. and the reaction was stirred for 8 h at RT. The solvent was removed under reduced pressure to obtain residue which was diluted with ethyl acetate and washed with saturated aq. NaHCO3 solution and brine solution. The combined ethyl acetate layer was dried over Na2SO4 and concentrated under reduced pressure to obtain a residue, which was triturated with diethyl ether/pentane to afford the title compound as a pale yellow gummy material (0.06 g, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09212164B2
Source datasetuspto-grants-2015_12
ORD IDord-a206e31f973d4edc84d355442441fce8
Source noteuspto-grants-2015_12