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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646735Generated: October 30, 2026

Methane → HCID 178508343, compound

https://huagongshe.com/reaction/646735

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantDimethylformamideHCID 6228—
ReactantBenzoylhydrazineHCID 11955—
Reactant3-Amino-6-[3-(hydroxymethyl)phenyl]pyrazine-2-carbonitrileHCID 58710572—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 178508343HCID 17850834329%

Reaction Conditions

Temperature190 °C

Reaction Steps

A mixture of 3-amino-6-[3-(hydroxymethyl)phenyl]pyrazine-2-carbonitrile (0.11 g, 0.5 mmol) and benzoic hydrazide (0.15 g, 1 mmol) were heated at 180-200° C. for 30 min. After cooling, the reaction mass was taken up with 5 mL DMF and the obtained solution was diluted with EtOAc and water, clarified with charcoal and filtered on Celite. The organic layer was separated. After drying over sodium sulfate, the ethyl acetate was evaporated under reduced pressure. Purification of the residue by preparative HPLC (Acetonitrile/water) gave desired product (50 mg): 1H NMR (400 MHz; DMSO-d6): 8.3 (s, 1H); 8.1 (m, 2H); 7.6-7.3 (m, 7H); 5.45 (t, 1H); 4.6 (d, 2H); MS (EI) for C23H22N5OF3 HCl: 442 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07704995B2
Source datasetuspto-grants-2010_04
ORD IDord-1d31dba7f196450bbc106bb2d5fa2cc2
Source noteuspto-grants-2010_04