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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845289Generated: October 31, 2026

Diisopropylethylamine → (R)-3-(5-Methylpyridin-2-yl)-N-(1-(2-methylpyrimidin-5-yl)ethyl)-5-(thiazol-2-yloxy)benzamide

https://huagongshe.com/reaction/1845289

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(R)-1-(2-Methyl-5-pyrimidinyl)ethanamineHCID 55281681—
Reactant3-(5-Methylpyridin-2-yl)-5-(thiazol-2-yloxy)benzoic acidHCID 58188200—
SolventDimethylformamideHCID 6228—
Product(R)-3-(5-Methylpyridin-2-yl)-N-(1-(2-methylpyrimidin-5-yl)ethyl)-5-(thiazol-2-yloxy)benzamideHCID 58187972—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 3-(5-methylpyridin-2-yl)-5-(thiazol-2-yloxy)benzoic acid (40 mg, 0.13 mmol) in N,N-dimethylformamide (1 mL) were added (R)-1-(2-methylpyrimidin-5-yl)ethanamine (40 mg, 0.29 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., and then purified by preparative HPLC to afford the product as a light color solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-b5bc183abe454b1da3f33ff59d6ab8ab
Source noteuspto-grants-2015_02