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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845227Generated: October 31, 2026

Diisopropylethylamine → 5-(3-Hydroxyazetidine-1-carbonyl)-4'-methyl-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)biphenyl-3-carboxamide

https://huagongshe.com/reaction/1845227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-(Aminomethyl)-2-(trifluoromethyl)pyridineHCID 2737718—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant5-(3-Hydroxyazetidine-1-carbonyl)-4'-methylbiphenyl-3-carboxylic acidHCID 58188357—
SolventDimethylformamideHCID 6228—
Product5-(3-Hydroxyazetidine-1-carbonyl)-4'-methyl-N-((6-(trifluoromethyl)pyridin-3-yl)methyl)biphenyl-3-carboxamideHCID 44222976—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 5-(3-hydroxyazetidine-1-carbonyl)-4′-methylbiphenyl-3-carboxylic acid (80 mg, 0.26 mmol) in N,N-dimethylformamide (1.5 mL) were added C-(6-trifluoromethyl-pyridin-3-yl)-methylamine (70 mg, 0.40 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (200 mg, 0.53 mmol), and N,N-diisopropylethylamine (200 pt, 1.15 mmol). The reaction mixture was stirred for 16 hours at 25° C. The reaction mixture was purified by preparative HPLC to afford a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-67e6e2a1c3db41bc9a2700cb2e671b51
Source noteuspto-grants-2015_02