2-(Tributylstannyl)furan → 3-Amino-4-(furan-2-yl)-6-bromophthalimide

HRID 21002Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21002
[NH2:1][C:2]1[C:12](I)=[CH:11][C:10]([Br:14])=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6].C([Sn](CCCC)(CCCC)[C:20]1[O:21][CH:22]=[CH:23][CH:24]=1)CCC>C1COCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[NH2:1][C:2]1[C:12]([C:20]2[O:21][CH:22]=[CH:23][CH:24]=2)=[CH:11][C:10]([Br:14])=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6]

Komponenten

5

Edukt 2

HCID 43936882-(Tributylstannyl)furanHCID 684887173-Amino-4-iodo-6-bromophthalimide

Produkt 1

HCID 684884973-Amino-4-(furan-2-yl)-6-bromophthalimideAusbeute 52,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418476HCID 178418476, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

In a similar manner to Step 1 of Example 10, 3-amino-4-iodo-6-bromophthalimide (100 mg, 0.273 mmol) was dissolved in THF (5 mL), and the solution was treated with 2-(tributylstannyl)furan (0.129 mL, 0.410 mmol) and bis(triphenylphosphine)dichloropalladium (15 mg, 0.022 mmol), followed by purification by preparative thin-layer chromatography (chloroform/acetonitrile=50/1, 40/1) to obtain 3-amino-4-(furan-2-yl)-6-bromophthalimide (44 mg, yield 52%).

Aufarbeitung

  1. customfollowed by purification by preparative thin-layer chromatography (chloroform/acetonitrile=50/1, 40/1)

Quellen und Nachweise

ORD-Eintrag
ord-4cac47e6a2234e58bc39d667f14ca79c
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

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