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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604153Generated: October 29, 2026

Diisopropylethylamine → (5-Bromo-pyrimidin-2-yl)-(5'-isopropyl-2'-methoxy-4-trifluoromethyl-biphenyl-2-ylmethyl)-amine

https://huagongshe.com/reaction/604153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Bromo-2-chloropyrimidineHCID 606665—
Reactant1-[5'-Isopropyl-2'-methoxy-4-(trifluoromethyl)biphenyl-2-yl]methanamineHCID 59135127—
Solvent1,4-DioxaneHCID 31275—
Product(5-Bromo-pyrimidin-2-yl)-(5'-isopropyl-2'-methoxy-4-trifluoromethyl-biphenyl-2-ylmethyl)-amineHCID 6708722893.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

C-(5′-isopropyl-2′-methoxy-4-trifluoromethyl-biphenyl-2-yl)-methylamine (3.47 g) is dissolved in dioxane (50 ml), and thereto are added 5-bromo-2-chloropyrimidine (5.30 g) and N,N-diisopropylethylamine (5.74 ml) and the mixture is stirred at 100° C. for 2 hours and a half. The reaction solution is allowed to cool to room temperature, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=50:1→22:3) to give (5-bromo-pyrimidin-2-yl)-(5′-isopropyl-2′-methoxy-4-trifluoromethyl-biphenyl-2-ylmethyl)-amine (4.82 g). MS (m/z): 482/480 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906517B2
Source datasetuspto-grants-2011_03
ORD IDord-cf3972c6e5ff4c768558029dbd03728c
Source noteuspto-grants-2011_03