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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845230Generated: November 1, 2026

Diisopropylethylamine → (R)-N3,4'-Dimethyl-N5-((6-methylpyridin-3-yl)methyl)-N3-(pyrrolidin-3-yl)biphenyl-3,5-dicarboxamide

https://huagongshe.com/reaction/1845230

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(3R)-(+)-3-(Methylamino)pyrrolidineHCID 10261056—
Reactant4'-Methyl-5-((6-methylpyridin-3-yl)methylcarbamoyl)biphenyl-3-carboxylic acidHCID 58188051—
SolventDimethylformamideHCID 6228—
Product(R)-N3,4'-Dimethyl-N5-((6-methylpyridin-3-yl)methyl)-N3-(pyrrolidin-3-yl)biphenyl-3,5-dicarboxamideHCID 67053777—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 4′-methyl-5-((6-methylpyridin-3-yl)methylcarbamoyl)biphenyl-3-carboxylic acid (50 mg, 0.14 mmol) in N,N-dimethylformamide (1 mL) were added (R)—N-methylpyrrolidin-3-amine (50 mg, 0.50 mmol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (120 mg, 0.32 mmol) and N,N-diisopropylethylamine (120 μL, 0.69 mmol). The reaction mixture was stirred for 16 hours at 25° C. The reaction solution was purified by preparative HPLC to afford the final product as a light color solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-cfd38ba263024a609983e351d854f4c0
Source noteuspto-grants-2015_02