Reaction #433610

ord-6b01e6487a844fa6b8b7f85f35e7f196

Reaction equation

Nc1cccc(Br)c1
3-Bromoaniline
O=[N+]([O-])c1cc2c(Cl)ncnc2cc1F
4-chloro-7-fluoro-6-nitroquinazoline
O=[N+]([O-])c1cc2c(Nc3cccc(Br)c3)ncnc2cc1F
4-[(3-bromophenyl)amino]-7-fluoro-6-nitroquinazoline

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

3-Bromoaniline is coupled with 4-chloro-7-fluoro-6-nitroquinazoline, to produce 4-[(3-bromophenyl)amino]-7-fluoro-6-nitroquinazoline, which is reacted thereafter with the sodium salt of 3-(4-morpholinyl)-1-propanol, as described hereinabove, to produce 4-[(3-bromophenyl)amino]-7-[3-(4-morpholinyl)propoxy]-6-nitroquinazoline. The morpholino-substituted 6-nitroquinazoline is then reduced to the corresponding 6-aminoquinazoline, which is further reacted with bistributyltin, iodine-123, iodine-124 or iodine-131 and acryloyl chloride, as described hereinabove, to yield the final iodine-123 labeled, iodine-124 labeled or iodine-131 labeled product.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07172749B2uspto-grants-2007_02