Reacción #62434

ord-0e3b8e0a37654a688b34a238bd1b46ed

Ecuación de reacción

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

CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F

TBTU

trifluoroacetic acid

acetonitrile tetrahydrofuran

→

CN(C)CCN(C)C(=O)CCC(Nc1ncnc2cc(C(=O)N3CCCC3)c(Cl)cc12)c1nc2cc(Cl)ccc2[nH]1

6-chloro-4-{1-(5-chloro-1H-benzimidazol-2-yl)-3-[N-(2-dimethylamino-ethyl)-N-methyl-amino-carbonyl]-propyl-amino}-7-(pyrrolidin-1-yl-carbonyl)-quinazoline

Reactantes

—

N,N,N′-trimethyl-ethyl-1,2-diamine

6-chloro-4-[1-(1-tert.-butyloxycarbonyl-5-chloro-1H-benzimidazol-2-yl)-3-hydroxycarbonyl-propyl-amino]-7-(pyrrolidin-1-yl-carbonyl)-quinazoline

TBTU

trifluoroacetic acid

acetonitrile tetrahydrofuran

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas

See reaction.notes.procedure_details.

Procedimiento

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 N,N,N′-trimethyl-ethyl-1,2-diamine with TBTU in acetonitrile/tetrahydrofuran and subsequent reaction with trifluoroacetic acid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07429597B2uspto-grants-2008_09