Reaktion #62471

ord-9d71e1f236004f1b8744a57343092fae

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
O=C(OCc1ccccc1)C1CCCN1
2-benzyloxycarbonyl-pyrrolidine
→
CC(Nc1ncnc2cc(C(=O)N3CCCC3C(=O)OCc3ccccc3)c(Cl)cc12)c1nc2cc(Cl)ccc2[nH]1
6-chloro-4-[(1R/S)-1-(5-chloro-1H-benzimidazol-2-yl)-ethylamino]-7-[(2R/S)-2-benzyloxycarbonyl-pyrrolidin-1-yl-carbonyl]-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
O=C(OCc1ccccc1)C1CCCN1
2-benzyloxycarbonyl-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 2-benzyloxycarbonyl-pyrrolidine in DMSO at ambient temperature.

Quelle

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