3-Bromoaniline → N-(3-Bromophenyl)-6-nitroquinazolin-4-amine

HRID 346410

Reaktionsgleichung

Reaktionsgleichung von HRID 346410
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].Cl[C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([N+:20]([O-:22])=[O:21])[CH:18]=2)[N:13]=[CH:12][N:11]=1>>[Br:1][C:2]1[CH:3]=[C:4]([NH:5][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([N+:20]([O-:22])=[O:21])[CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1

Komponenten

3

Versuchsvorschrift

In one particular, 3-bromoaniline is reacted with 4-chloro-6-nitroquinazoline to produce 4-[(3-bromophenyl)amino]-6-nitroquinazoline, which is reduced thereafter, by means of an ethanolic solution of hydrazine hydrate and Raney®Nickel, to the corresponding 6-aminoquinazoline. The 4-[(3-bromophenyl)amino]-6-aminoquinazoline is then reacted with bistributyltin in the presence of tetrakis(triphenylphosphine)palladium in THF solution and the obtained stanylated product is reacted thereafter with iodine 124, as described hereinabove. The obtained iodine-124 labeled 4-[(3-iodophenyl)amino]-6-aminoquinazoline is then reacted with an acryloyl chloride to produce an iodine-124 labeled N-{4-[(3-iodophenyl)amino]quinazoline-6-yl}acrylamide.

Quellen und Nachweise

ORD-Eintrag
ord-ca79e803613542d183b201e01dcdbc03
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07172749B2

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