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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850288Generated: October 26, 2026

4-Methylmorpholine → HCID 58546825, compound

https://huagongshe.com/reaction/1850288

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-Methyl-1H-benzimidazole-2-carboxylic acidHCID 3159705—
Reactant2-(Azetidin-3-YL)-3-chloropyrazine hydrochlorideHCID 71743784—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58546825HCID 5854682591.5%

Reaction Steps

A mixture of 1-methyl-1H-benzoimidazole-2-carboxylic acid (82) (176 mg, 1.0 mmol), 2-Azetidin-3-yl-3-chloro-pyrazine hydrochloride (8) (169 mg, 1.0 mmol), HOBt (151 mg, 1.2 mmol), EDCI (231 mg, 1.2 mmol) and N-methyl-morpholine (NMM) (300 mg, 3.0 mmol) in DMF (5 mL) was stirred at RT for 24 h. The mixture was diluted with water (20 mL), and filtered. The filter cake was washed with water and dried in vacuo to provide [3-(3-chloro-pyrazin-2-yl)-azetidin-1-yl]-(1-methyl-1H-benzoimidazol-2-yl)-methanone (83) (300 mg, yield 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957073B2
Source datasetuspto-grants-2015_02
ORD IDord-288ce9213f6a4b7188cd6a25e6930c9b
Source noteuspto-grants-2015_02