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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1396878Erstellt: 27. Oktober 2026

1-Methylimidazole → HCID 178523396, Verbindung

https://huagongshe.com/reaction/1396878

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-MethylimidazoleHCID 1390—
EduktMethanesulfonyl chlorideHCID 31297—
Edukt(3S)-2-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]-1-{[(phenylmethyl)oxy]carbonyl}-3-pyrazolidinecarboxylic acidHCID 86706346—
EduktHCID 178507601HCID 178507601—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 178523396HCID 17852339651,1%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of (3S)-2-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]-1-{[(phenylmethyl)oxy]carbonyl}-3-pyrazolidine carboxylic acid (176 mg, 0.327 mmol) in DMF (2 ml) was added 1-methylimidazole (52 μl, 0.655 mmol) and cooled to 0° C. Mesyl chloride (27 μL, 0.344 mmol) was added dropwise at 0° C., and the resulting mixture was stirred for 30 min followed by the addition of 2-amino pyridine N-oxide (36 mg, 0.327 mmol). The reaction was warmed to rt. After 2 h, the reaction mixture was concentrated, diluted with methanol, and purified by reverse phase HPLC to afford 105 mg (0.167 mmol, 51%) of the title compound. LC/MS: (M+H)+: 629.8.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08901119B2
Quelldatensatzuspto-grants-2014_12
ORD IDord-dcf1187568b94db88d5615ca40736924
Quellennotizuspto-grants-2014_12