1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-3-(3-(trifluoromethyl)phenyl)urea → (S)-Methyl 2-(1-oxo-5-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)-2-phenylacetate

HRID 403967

Reaktionsgleichung

Reaktionsgleichung von HRID 403967
[CH3:1][CH:2]([CH3:38])[C@@H:3]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24]([NH:26][C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=4)=[O:25])=[CH:19][CH:18]=3)[CH:14]=2)[C:9]1=[O:37])[C:4]([O:6][CH3:7])=[O:5].Br[C:40]1[CH:41]=C2C(=C[CH:48]=1)C(=O)N(C1(C(OC)=O)CCCC1)C2.CC1(C)C(C)(C)OB(C2C=CC(NC(NC3C=CC=C(C(F)(F)F)C=3)=O)=CC=2)O1>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].C(Cl)Cl>[O:37]=[C:9]1[C:10]2[C:15](=[CH:14][C:13]([C:17]3[CH:18]=[CH:19][C:20]([NH:23][C:24]([NH:26][C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:34])[F:35])[CH:28]=4)=[O:25])=[CH:21][CH:22]=3)=[CH:12][CH:11]=2)[CH2:16][N:8]1[C@@H:3]([C:2]1[CH:38]=[CH:41][CH:40]=[CH:48][CH:1]=1)[C:4]([O:6][CH3:7])=[O:5]

Komponenten

6

Edukt 3

HCID 161251031-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-3-(3-(trifluoromethyl)phenyl)ureaHCID 67313405Methyl 1-(5-bromo-1-oxoisoindolin-2-yl)cyclopentanecarboxylateHCID 131731536(R)-Methyl 3-methyl-2-(1-oxo-5-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)butanoate

Produkt 1

HCID 131731539(S)-Methyl 2-(1-oxo-5-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenyl)isoindolin-2-yl)-2-phenylacetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)KatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The compound of example 372 was prepared analogous to compound of example 360 by reaction of the compound of example 371, compound of example 357 and Pd(dppf)Cl2: CH2Cl2.

Quellen und Nachweise

ORD-Eintrag
ord-01c7d7de7ed449c9a253d0e93f0d7788
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748426B2

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