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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070656Generated: October 30, 2026

HCID 11615162, compound → HCID 86628458, compound

https://huagongshe.com/reaction/2070656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 11615162HCID 11615162—
ReactantN-(3-(3-bromophenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamideHCID 57608426—
ProductHCID 86628458HCID 86628458—

Reaction Steps

Sonogashira coupling of bromide 25 with 2-ethynylcyclohexanol followed by flash chromatography (5-50%-EtOAc/hexanes gradient), gave 2,2,2-trifluoro-N-(3-hydroxy-3-(3-((2-hydroxycyclohexyl)ethynyl)phenyl)propyl)acetamide as a yellow oil. Yield (1.9 g, 63%): 1H NMR (400 MHz, CDCl3) δ 7.39-7.41 (m, 1H), 7.23-7.36 (m, 4H), 4.84 (q, J=4.0 Hz, 1H), 3.62-3.72 (m, 1H), 3.50-3.57 (m, 1H), 3.34-3.44 (m, 1H), 2.38-2.46 (m, 1H), 2.18 (brs, 2H), 1.90-2.10 (m, 4H), 1.66-1.84 (m, 2H), 1.40-1.53 (m, 1H), 1.16-1.40 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299307B2
Source datasetuspto-grants-2012_10
ORD IDord-2546d2854d2a444b8f0d013a2907c441
Source noteuspto-grants-2012_10