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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12473Generated: October 26, 2026

Acetic Acid → (1-cyclobutyl-piperidin-4-yl)-(1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-methanol

https://huagongshe.com/reaction/12473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclobutanoneHCID 14496—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-piperidin-4-yl-methanolHCID 59337926—
SolventDichloromethaneHCID 6344—
Product(1-cyclobutyl-piperidin-4-yl)-(1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-methanolHCID 59337851—

Reaction Steps

To a solution of (1-ethyl-2-naphthalen-1-yl-1H-imidazol-4-yl)-piperidin-4-yl-methanol (0.53 g) in CH2ClCH2Cl (12 ml) is added cyclobutanone (0.95 ml), followed by NaBH(OAc)3 and acetic acid (0.1 ml). The resulting mixture is stirred at rt overnight, diluted with CH2Cl2, washed with Na2CO3 (1M), H2O and brine, dried and solvent removed. The crude is purified by column (2% Et3N, 3% MeOH in EtOAc) to afford the title compound as a white solid, LCMS 390.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728009B1
Source datasetuspto-grants-2010_06
ORD IDord-49b7772e7ec2441798f0cd7657c64a6c
Source noteuspto-grants-2010_06