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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 132579Generated: October 30, 2026

Picolinic acid → HCID 10164025, compound

https://huagongshe.com/reaction/132579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolinic acidHCID 1018—
ReactantAcetonitrileHCID 6342—
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—
ReactantHCID 69197184HCID 69197184—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10164025HCID 10164025—

Reaction Steps

HATU in acetonitrile (0.2 M, 0.375 ml, 0.075 mmol) was added to a solution of 1-{1-[3-(2-aminophenoxy)-2-hydroxy-2-methylpropyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one (0.020 g, 0.05 mmol), 2-pyridinecarboxylic acid (0.006 g, 0.05 mmol) and Hünigs base (0.013 ml, 0.075 mmol) in THF (0.5 ml). After 0.5 h at 40° C. and 2 h at room temperature the reaction mixture was concentrated, and the residue purified on silica (dichloromethane-methanol, 12:1, containing 1% of NH4OH (25%)). Yield 20 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07388020B2
Source datasetuspto-grants-2008_06
ORD IDord-d49d26facc2e4c6b8aaab2d135cf19c8
Source noteuspto-grants-2008_06