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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845273Generated: November 1, 2026

Diisopropylethylamine → 5-(Hydroxy(pyridin-2-yl)methyl)-4'-methyl-N-((R)-1-(6-methylpyridin-3-yl)ethyl)biphenyl-3-carboxamide

https://huagongshe.com/reaction/1845273

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—
Reactant5-(Hydroxy-pyridin-2-yl-methyl)-4'-methyl-biphenyl-3-carboxylic acidHCID 58188300—
Reactant(R)-1-(6-Methylpyridin-3-yl)ethan-1-amine dihydrochlorideHCID 67053782—
SolventDimethylformamideHCID 6228—
Product5-(Hydroxy(pyridin-2-yl)methyl)-4'-methyl-N-((R)-1-(6-methylpyridin-3-yl)ethyl)biphenyl-3-carboxamideHCID 58188101—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 5-(hydroxy-pyridin-2-yl-methyl)-4′-methyl-biphenyl-3-carboxylic acid (25 mg, 0.078 mmol) in N,N-dimethylformamide (1 mL) were added (R)-1-(6-methylpyridin-3-yl)ethanamine dihydrochloride (35 mg, 0.17 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (50 mg, 0.13 mmol), and N,N-diisopropylethylamine (200 μL, 1.15 mmol). The reaction mixture was stirred for 16 hours at 25° C., and then purified by preparative HPLC (100×21.2 mm C18 column, CH3CN/water[10 mM Et2N11]) to afford a light color solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-b994db1212d74d2bae3b4ca2393e6ddf
Source noteuspto-grants-2015_02