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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1098758Generated: November 2, 2026

p-Aminoacetophenone → HCID 17539973, compound

https://huagongshe.com/reaction/1098758

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-AminoacetophenoneHCID 7468—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 392871—
ReactantO-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733286—
SolventDimethylformamideHCID 6228—
ProductHCID 17539973HCID 1753997370.4%

Reaction Steps

To a solution of 4-aminoacetophenone (6.76 g, 50 mmol) in DMF (250 ml) were added TOTU (16.40 g, 50 mmol), boc-isonipecotic acid (11.46 g, 50 mmol) and DIPEA (8.6 ml, 50 mmol). The reaction mixture was stirred at ambient temperature for 12 h. The solvent was removed in vacuo. The residue was redissolved in ethyl acetate (250 ml) and washed with sat. sodium hydrogen carbonate solution (2×50 ml), hydrochloric acid (1 N, 50 ml) and brine (50 ml). The organic phase was dried over sodium sulfate, evaporated and recrystallized from ethyl acetate. The product was obtained as white crystalline solid (yield: 12.2 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143242B2
Source datasetuspto-grants-2012_03
ORD IDord-942a1b145372435a9e75c1f6b238f45f
Source noteuspto-grants-2012_03