Tetrahydrofuran → N-[3,5-Dichloro-4-(3-cyclopropylmethanesulfonyl-4-hydroxy-phenoxy)-phenyl]-malonamic acid ethyl ester

HRID 584031Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 584031
[NH2:1][C:2]1[CH:22]=[C:21]([Cl:23])[C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([S:14]([CH2:17][CH:18]3[CH2:20][CH2:19]3)(=[O:16])=[O:15])[CH:8]=2)=[C:4]([Cl:24])[CH:3]=1.C(N(CC)CC)C.C([CH:34]([C:38](Cl)=[O:39])[C:35](Cl)=[O:36])C.C1C[O:44][CH2:43][CH2:42]1>>[CH2:43]([O:44][C:38](=[O:39])[CH2:34][C:35]([NH:1][C:2]1[CH:3]=[C:4]([Cl:24])[C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([S:14]([CH2:17][CH:18]3[CH2:20][CH2:19]3)(=[O:16])=[O:15])[CH:8]=2)=[C:21]([Cl:23])[CH:22]=1)=[O:36])[CH3:42]

Komponenten

5

Edukt 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 109209242-Ethylpropanedioyl dichlorideHCID 692599874-(4-Amino-2,6-dichloro-phenoxy)-2-cyclopropylmethanesulfonyl-phenol

Produkt 1

HCID 69260451N-[3,5-Dichloro-4-(3-cyclopropylmethanesulfonyl-4-hydroxy-phenoxy)-phenyl]-malonamic acid ethyl ester

Versuchsvorschrift

To a solution of 4-(4-amino-2,6-dichloro-phenoxy)-2-cyclopropylmethane-sulfonyl-phenol (43 mg, 0.11 mmol) in THF (2 mL) was added triethylamine (17 μL, 0.12 mmol) and ethyl malonyl chloride (14 μL, 0.11 mmol). The resulting mixture was stirred at RT for 3 h. The solution was concentrated and the residue was purified by preparative TLC (2% MeOH in CH2Cl2) to give the title compound of Step F (42 mg). MS (APCl−) Calc.: 501.0. Found: 500.3 (M−1).

Aufarbeitung

  1. concentrationThe solution was concentrated
  2. customthe residue was purified by preparative TLC (2% MeOH in CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-9dedfad2e551423a8acfc5173ebd517b
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06924310B2

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