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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845272Generated: November 1, 2026

Diisopropylethylamine → 5-(Hydroxy(pyridin-2-yl)methyl)-4'-methyl-N-((6-methylpyridin-3-yl)methyl)biphenyl-3-carboxamide

https://huagongshe.com/reaction/1845272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant(6-Methylpyridin-3-yl)methanamineHCID 12214337—
Reactant5-(Hydroxy-pyridin-2-yl-methyl)-4'-methyl-biphenyl-3-carboxylic acidHCID 58188300—
SolventDimethylformamideHCID 6228—
Product5-(Hydroxy(pyridin-2-yl)methyl)-4'-methyl-N-((6-methylpyridin-3-yl)methyl)biphenyl-3-carboxamideHCID 58188112—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 5-(hydroxy-pyridin-2-yl-methyl)-4′-methyl-biphenyl-3-carboxylic acid (35 mg, 0.11 mmol) in N,N-dimethylformamide (1 mL) were added (6-methylpyridin-3-yl)methanamine (40 mg, 0.33 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (100 mg, 0.26 mmol), and N,N-diisopropylethylamine (100 μL, 0.57 mmol). The reaction mixture was stirred for 16 hours at 25° C. The reaction mixture was purified by preparative HPLC (100×21.2 mm C18 column, CH3CN/water[10 mM Et2NH]) to afford a light color solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-15e3dbcd2c2141f487238c85ec5e08fc
Source noteuspto-grants-2015_02