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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845300Generated: November 1, 2026

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

https://huagongshe.com/reaction/1845300

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(thiazol-2-yl)methyl)-4'-methylbiphenyl-3-carboxylic acidHCID 58188113—
Reactant(R)-1-(6-Methylpyridin-3-yl)ethan-1-amine dihydrochlorideHCID 67053782—
SolventDimethylformamideHCID 6228—
Product5-(Hydroxy(thiazol-2-yl)methyl)-4'-methyl-N-((R)-1-(6-methylpyridin-3-yl)ethyl)biphenyl-3-carboxamideHCID 58188269—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a stirred solution of 5-(hydroxy(thiazol-2-yl)methyl)-4′-methylbiphenyl-3-carboxylic acid (31 mg, 0.095 mmol) in N,N-dimethylformamide (1 mL) were added (R)-1-(6-methylpyridin-3-yl)ethanamine dihydrochloride (50 mg, 0.24 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (100 mg, 0.26 mmol), and N,N-diisopropylethylamine (300 μL, 1.72 mmol). The reaction mixture was stirred for 16 hours at 25° C., and then purified by preparative HPLC to afford the final product as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-0d9d9dd7506a4a1b8dfb5372fedcd2c5
Source noteuspto-grants-2015_02