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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927818Generated: October 31, 2026

6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid → 6-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid ((S)-3-methyl-1-pyridazin-3-yl-butyl)-amide

https://huagongshe.com/reaction/927818

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acidHCID 71087292—
Reactant3-Methyl-1-(pyridazin-3-yl)butan-1-amineHCID 86674794—
SolventEthanolHCID 702—
SolventIsopropanolHCID 3776—
SolventHeptaneHCID 8900—
Product6-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid ((S)-3-methyl-1-pyridazin-3-yl-butyl)-amideHCID 71105744—

Reaction Steps

The title compound was synthesized in analogy to Example 1, using 6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (Example 69 b) and 3-methyl-1-(pyridazin-3-yl)butan-1-amine (Example 321 a) as starting materials. The product was isolated by chiral chromatography on Reprosil Chiral NR using a mixture of heptane, ethanol and 2-propanol as eluent. The (−)-enantiomer was isolated. MS (EI): m/e=432.5 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290451B2
Source datasetuspto-grants-2016_03
ORD IDord-dbd8595bcddd42899206736fe383d5ea
Source noteuspto-grants-2016_03