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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 423347Erstellt: 24. Oktober 2026

1,2-Dichloroethane → HCID 59318349, Verbindung

https://huagongshe.com/de/reaction/423347

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt4-Isopropoxy-3-(trifluoromethyl)benzoic acidHCID 22597767—
EduktHCID 178471833HCID 178471833—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 59318349HCID 5931834931,7%

Reaktionsschritte

4-[(1-Methylethyl)oxy]-3-(trifluoromethyl)benzoic acid (D71) (136 mg, 0.55 mmol), EDC (116 mg, 0.61 mmol) and HOBt (82 mg, 0.61 mmol) were stirred in N,N-dimethylformamide (5 mL) for 20 min. Ethyl 3-{-4-[(hydroxyamino)(imino)methyl]-1H-indol-1-yl}propanoate (D57) (150 mg, 0.55 mmol) was added and the reaction stirred at room temperature for 3 h and then 80° C. for 18 h. The reaction mixture was partitioned between ethyl acetate (25 mL) and water (25 mL). The organic layer was washed with aqueous sodium bicarbonate (25 mL) and water (25 mL) before it was dried (phase separator), filtered and concentrated in vacuo. The residue was triturated with ethanol to give the title compound (85 mg). δH (d6-DMSO, 400 MHz): 8.44 (1H, dd), 8.35 (1H, d), 7.95 (1H, d), 7.81 (1H, d), 7.62-7.58 (2H, m), 7.36 (1H,app. t), 7.07 (1H, d), 4.99 (1H, septet), 4.54 (2H, t), 4.02 (2H, q), 2.89 (2H, t), 1.36 (6H, d), 1.11 (3H, t). MS (ES+): C26H24F3N3O4 requires 487; found 488 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08101775B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-62b7b3651d5742e4a3ea7bc0a39afcaf
Quellennotizuspto-grants-2012_01