Methanesulfonic acid, trifluoro-, 2-methyl-3-oxo-1-cyclohexen-1-yl ester → 3-[2-Chloro-5-methoxy-4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-yl-carbonyl)phenyl]-2-methyl-cyclohex-2-en-1-one

HRID 1793978Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1793978
[CH:1]1[CH:2]=[CH:3][N:4]2[CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[N:7]([C:15]([C:17]3[CH:22]=[C:21]([Cl:23])[C:20](B4OC(C)(C)C(C)(C)O4)=[CH:19][C:18]=3[O:33][CH3:34])=[O:16])[CH2:6][C:5]=12.FC(F)(F)S([O:40][C:41]1[CH2:46][CH2:45][CH2:44][C:43](=O)[C:42]=1[CH3:48])(=O)=O>>[Cl:23][C:21]1[CH:22]=[C:17]([C:15]([N:7]2[C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[CH2:10][N:4]3[CH:3]=[CH:2][CH:1]=[C:5]3[CH2:6]2)=[O:16])[C:18]([O:33][CH3:34])=[CH:19][C:20]=1[C:43]1[CH2:44][CH2:45][CH2:46][C:41](=[O:40])[C:42]=1[CH3:48]

Komponenten

3

Edukt 2

HCID 10825071Methanesulfonic acid, trifluoro-, 2-methyl-3-oxo-1-cyclohexen-1-yl esterHCID 22219703[10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl][5-chloro-2-methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]methanone

Produkt 1

HCID 102048863-[2-Chloro-5-methoxy-4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-yl-carbonyl)phenyl]-2-methyl-cyclohex-2-en-1-oneAusbeute 40,1 %

Versuchsvorschrift

(10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[5-chloro-2-methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone of Example 1, Step E (0.700 g, 1.46 mmol) and 2-methyl-3-oxo-cyclohex-1-en-1-yl trifluoromethanesulfonate (0.416 g, 1.61 mmol) were reacted by the procedure described in Example 1, Step F. Purification by flash column chromatography on silica gel, eluting with 50% ethyl acetate in hexane followed by precipitation from diethyl ether with pentane afforded the title compound (0.270 g) as an amorphous yellow solid.

Aufarbeitung

  1. customPurification by flash column chromatography on silica gel
  2. washeluting with 50% ethyl acetate in hexane
  3. customfollowed by precipitation from diethyl ether with pentane

Quellen und Nachweise

ORD-Eintrag
ord-9ffdfa35beab433fb20a128fc7e91121
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07022699B2

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