Reaktion #1715447

ord-5b7b72cccf1a45f2a834a3a1d5130d52

Reaktionsgleichung

CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1cccc(Br)c1
1-((4-bromo-2-nitrophenoxy)methyl)benzene
CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1cccc(Br)c1
(S)-tert-butyl 1-(3-bromophenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate
CC1(C)OB(c2cn[nH]c2)OC1(C)C
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
→
CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1cccc(-c2cn[nH]c2)c1
tert-butyl (S)-1-(3-(1H-pyrazol-4-yl)phenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate
CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1cccc(-c2cn[nH]c2)c1
Tert-butyl (S)-1-(3-(1H-pyrazol-4-yl)phenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

Edukte

CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1cccc(Br)c1
1-((4-bromo-2-nitrophenoxy)methyl)benzene
CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1cccc(Br)c1
(S)-tert-butyl 1-(3-bromophenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate
CC1(C)OB(c2cn[nH]c2)OC1(C)C
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The same procedure as in example 13.0 was employed for this example, replacing tert-butyl (S)-1-(3-(1H-pyrazol-4-yl)phenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 13.B with 1-((4-bromo-2-nitrophenoxy)methyl)benzene 33.B and replacing pyridin-4-ylboronic acid with 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole to give tert-butyl (S)-1-(3-(1H-pyrazol-4-yl)phenylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 33.C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08785468B2uspto-grants-2014_07