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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1762833Generated: October 30, 2026

4-(Bis(4-fluorophenyl)methylene)piperidine → 3-[5-[4-(Bis(4-fluorophenyl)methylene]piperidin-1-yl]pentyl]thieno[3,4-d]pyrimidine-2,4-dione

https://huagongshe.com/reaction/1762833

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Bis(4-fluorophenyl)methylene)piperidineHCID 2724436—
ReactantMethyl 4-aminothiophene-3-carboxylateHCID 2777610—
Reactant1-Bromo-5-isocyanatopentaneHCID 14482883—
ReactantN-(5-bromopentyl)-N'-(4-carbomethoxythien-3-yl)ureaHCID 15697668—
SolventTolueneHCID 1140—
Product3-[5-[4-(Bis(4-fluorophenyl)methylene]piperidin-1-yl]pentyl]thieno[3,4-d]pyrimidine-2,4-dioneHCID 1450040798%

Reaction Steps

The title compound was prepared by the procedure of Example 10 using N-(5-bromopentyl)-N'-(4-carbomethoxythien-3-yl)urea (9.01 g, 26 mmol) and 4-[bis(4-fluorophenyl)methylene]piperidine (14.76 g, 52 mmol). The urea was prepared by reacting methyl 4-aminothiophene-3-carboxylate with one equivalent of 5-bromopentylisocyanate in toluene at room temperature for four hours to produce the urea as a tan solid (98% yield). This material was recrystallized from CH2Cl2 /ether/hexane to afford the urea as a white solid, mp 92°-93.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04835157
Source datasetuspto-grants-1989_05
ORD IDord-153ba9ed4a9e4ca1a62b14c1f75680db
Source noteuspto-grants-1989_05