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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59810Generated: October 26, 2026

4-Methylmorpholine → HCID 49847420, compound

https://huagongshe.com/reaction/59810

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-(Aminomethyl)-5-methylpyrazineHCID 2756496—
Reactant1-isopropyl-4-(5-methyl-pyridin-2-yl)-1H-indazole-6-carboxylic acidHCID 59627763—
SolventAcetonitrileHCID 6342—
ProductHCID 49847420HCID 4984742044.2%

Reaction Steps

To a solution of 1-isopropyl-4-(5-methyl-pyridin-2-yl)-1H-indazole-6-carboxylic acid (0.24 g, 0.814 mmol) in acetonitril was added C-(5-methyl-pyrazin-2-yl)-methylamine (0.12 g, 0.976 mmol), EDCI (0.23 g, 1.22 mmol), HOBt (0.16 g, 1.22 mmol), and NMM (0.45 mL, 4.07 mmol). The reaction mixture was stirred at room temperature overnight, then partitioned between water and ethyl acetate. The organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure. Purification of the residue by column chromatography gave 0.144 g (44%) of 1-isopropyl-4-(5-methyl-pyridin-2-yl)-1H-indazole-6-carboxylic acid (5-methyl-pyrazin-2-ylmethyl)-amide MS (M+H)=401.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440956B2
Source datasetuspto-grants-2016_09
ORD IDord-159a8d47116946de82c9cf9aa6e0341d
Source noteuspto-grants-2016_09