Reaktion #62457

ord-086591d142d24c9280d9fc828fd4b76c

Reaktionsgleichung

CC(Nc1ncnc2cc(C(=O)O)c(Cl)cc12)c1nc2cc(Cl)ccc2[nH]1
6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-hydroxycarbonyl-quinazoline
CN(C)C(Oc1c(F)c(F)c(F)c(F)c1F)=[N+](C)C.F[P-](F)(F)(F)(F)F
pentafluorophenyl-tetramethyluronium hexafluorophosphate
CCN(C(C)C)C(C)C
diisopropylethylamine
c1ccc(C(c2ccccc2)[C@@H]2CCCN2)cc1
(S)-2-benzhydryl-pyrrolidine
→
CC(Nc1ncnc2cc(C(=O)N3CCC[C@H]3C(c3ccccc3)c3ccccc3)c(Cl)cc12)c1nc2cc(Cl)ccc2[nH]1
7-[(2S)-2-benzhydryl-pyrrolidin-1-yl-carbonyl]-6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-quinazoline

Edukte

CC(Nc1ncnc2cc(C(=O)O)c(Cl)cc12)c1nc2cc(Cl)ccc2[nH]1
6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-hydroxycarbonyl-quinazoline
CN(C)C(Oc1c(F)c(F)c(F)c(F)c1F)=[N+](C)C.F[P-](F)(F)(F)(F)F
pentafluorophenyl-tetramethyluronium hexafluorophosphate
CCN(C(C)C)C(C)C
diisopropylethylamine
c1ccc(C(c2ccccc2)[C@@H]2CCCN2)cc1
(S)-2-benzhydryl-pyrrolidine

Reagenzien

Keine

Lösungsmittel

CS(C)=O
DMSO

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Prepared analogously to Example 37a from 6-chloro-4-[1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-hydroxycarbonyl-quinazoline, pentafluorophenyl-tetramethyluronium-hexafluorophosphate (PFTU), diisopropylethylamine and (S)-2-benzhydryl-pyrrolidine in DMSO at ambient temperature.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07429597B2uspto-grants-2008_09