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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920116Generated: October 30, 2026

Diisopropylethylamine → 4-(4-Chloro-phenyl)-1-[4-hydroxy-1-(4-methyl-6-trifluoromethyl-pyrimidin-2-yl)-pyrrolidin-3-yl]-piperidin-4-ol

https://huagongshe.com/reaction/1920116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttrans-4-(4-Chloro-phenyl)-1-(4-hydroxy-pyrrolidin-3-yl)-piperidin-4-ol hydrochlorideHCID 66967966—
Reactant4-Chloro-5-methyl-2-trifluoromethyl-pyrimidineHCID 86657950—
SolventDimethylformamideHCID 6228—
Product4-(4-Chloro-phenyl)-1-[4-hydroxy-1-(4-methyl-6-trifluoromethyl-pyrimidin-2-yl)-pyrrolidin-3-yl]-piperidin-4-olHCID 58683548—

Reaction Steps

The title compound was prepared following general procedures described above from trans-4-(4-chloro-phenyl)-1-(4-hydroxy-pyrrolidin-3-yl)-piperidin-4-ol hydrochloride and 4-chloro-5-methyl-2-trifluoromethyl-pyrimidine in the presence of diisopropylethylamine and DMF. 1H-NMR (300 MHz, DMSO): δ 1.58 (2H, m), 1.89 (2H, m), 2.40 (3H, s), 2.60 (3H, m), 2.95 (2H, m), 3.32 (1H, m), 3.44 (1 H, m), 3.80 (2H, m), 4.32 (1H, m), 4.90 (1H, s), 5.20 (1H, d), 6.92 (1H, s), 7.42 (4H, dd). Retention Time (LC, method, AA standard): 1.75 min. MS (M+H+): 457

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168788B2
Source datasetuspto-grants-2012_05
ORD IDord-6f39b3e362224312b4bb4899eae49d5b
Source noteuspto-grants-2012_05