Reaction equation
[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]=1Participants
3
Procedure
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.
Sources & evidence
- ORD record
- ord-ca79e803613542d183b201e01dcdbc03
- Source dataset
- uspto-grants-2007_02
- Patent number
- US07172749B2
Linked notes
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