تفاعل #2446121

ord-d7272b9af19d4e2faed4af44fa61c82a

معادلة التفاعل

Oc1cccc2cccnc12
8-hydroxyquinoline
Cl
hydrochloric acid
C=O
formaldehyde
Oc1ccc(CCl)c2cccnc12
5-chloromethyl-8-hydroxyquinoline

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

As shown in Scheme A below, 8-hydroxyquinoline (A1) is treated with hydrochloric acid and formaldehyde to give 5-chloromethyl-8-hydroxyquinoline (A2). The chloro group of A2 is substituted with propargylamine to afford 5-(1-propargylamino)methyl-8-hydroxyquinoline (A3). Bromination of A3 employing N-bromosuccinimide (NBS) provides the bromide A4 which is then treated, for example, with the modified peptide [D-Cys6]GnRH to give the target compound A5, which is the compound M22A in Appendix I.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08685955B2uspto-grants-2014_04