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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1018306Erstellt: 25. Oktober 2026

Phenacyl bromide → 3-[(2-Cycloheptylmethyl-5-naphthalen-2-yl-1H-pyrrole-3-carbonyl)-amino]-benzoic Acid

https://huagongshe.com/reaction/1018306

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhenacyl bromideHCID 6259—
EduktN-Methyl-D-glucamineHCID 8567—
Edukt2-Bromo-2'-acetonaphthoneHCID 69179—
EduktBenzyl 3-aminobenzoateHCID 15428374—
Edukt4-Cycloheptyl-3-oxo-butyric acid ethyl esterHCID 54212575—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
Produkt3-[(2-Cycloheptylmethyl-5-naphthalen-2-yl-1H-pyrrole-3-carbonyl)-amino]-benzoic AcidHCID 9890720—

Reaktionsschritte

The title compound was prepared according to the procedure of Example 1, using 4-cycloheptyl-3-oxo-butyric acid ethyl ester and 2-bromo-1-naphthalen-2-yl-ethanone instead of 4-adamantan-1-yl-3-oxo-butyric acid ethyl ester and 2-bromo-1-phenyl-ethanone in step a, and 3-amino-benzoic acid benzyl ester instead of 5-amino-isophthalic acid dibenzyl ester in step d. 1H NMR (300 MHz, d6-DMSO) 11.62 (1H, s), 9.64 (1H, s), 8.41 (1H, s), 8.14 (1H, s), 8.03 (1H, d), 7.94 (1H, d), 7.84 (3H, m), 7.60 (1H, m), 7.44 (3H, m), 7.34 (1H, s), 2.93 (2H, d), 1.98 (1H, br s), 1.67-1.22 (12H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 62.89; H, 7.51; N, 5.92%; C37H47N3O8.2.5 H2O requires: C, 62.87; H, 7.41; N, 5.94%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06479531B1
Quelldatensatzuspto-grants-2002_11
ORD IDord-470ab1d9d84940068c15a624cae842e3
Quellennotizuspto-grants-2002_11