تفاعل #62425

ord-48f20f941b4c4cb4a6fa7b00e9b66804

معادلة التفاعل

CC(C)(C)OC(=O)n1c(C(CCC(=O)O)Nc2ncnc3cc(C(=O)N4CCCC4)c(Cl)cc23)nc2cc(Cl)ccc21
6-chloro-4-[1-(1-tert.-butyloxycarbonyl-5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline
O=C1NCC2(CCNCC2)O1
1-oxa-3,8-diaza-spiro[4.5]decan-2-one
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
O=C(O)C(F)(F)F
trifluoroacetic acid
→
O=C1NCC2(CCN(C(=O)CCC(Nc3ncnc4cc(C(=O)N5CCCC5)c(Cl)cc34)c3nc4cc(Cl)ccc4[nH]3)CC2)O1
6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[(1-oxa-3,8-diaza-spiro[4.5]decan-2-on-8-yl)-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline

المتفاعلات

CC(C)(C)OC(=O)n1c(C(CCC(=O)O)Nc2ncnc3cc(C(=O)N4CCCC4)c(Cl)cc23)nc2cc(Cl)ccc21
6-chloro-4-[1-(1-tert.-butyloxycarbonyl-5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline
O=C1NCC2(CCNCC2)O1
1-oxa-3,8-diaza-spiro[4.5]decan-2-one
CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
O=C(O)C(F)(F)F
trifluoroacetic acid

الكواشف

لا شيء

المذيبات

C1CCOC1.CC#N
acetonitrile tetrahydrofuran

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

الإجراء التجريبي

Prepared analogously to Example 61 from 6-chloro-4-[1-(1-tert.-butyloxycarbonyl-5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline and 1-oxa-3,8-diaza-spiro[4.5]decan-2-one with TBTU in acetonitrile/tetrahydrofuran and subsequent reaction with trifluoroacetic acid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07429597B2uspto-grants-2008_09