Sodium Carbonate → HCID 67047599, Verbindung

HRID 1783994Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1783994
CN1CCN(C2C=CC(NC3C4N(N=CN=4)C(C4C=C(C(N)=O)SC=4)=CN=3)=CC=2)CC1.[C:32]([O:36][C:37]([N:39]1[CH2:44][CH2:43][N:42]([C:45]2[CH:50]=[CH:49][C:48]([NH:51][C:52]3[C:53]4[N:54]([N:59]=[CH:60][N:61]=4)[C:55](Br)=[CH:56][N:57]=3)=[CH:47][CH:46]=2)[C:41](=[O:62])[CH2:40]1)=[O:38])([CH3:35])([CH3:34])[CH3:33].CC1(C)C(C)(C)OB([C:71]2[CH:72]=[C:73]3[C:77](=[CH:78][CH:79]=2)[C:76](=[O:80])[NH:75][CH2:74]3)O1.C([O-])([O-])=O.[Na+].[Na+]>[Cl-].[Na+].O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1(C)C=CC=CC=1.O1CCOCC1>[C:32]([O:36][C:37]([N:39]1[CH2:44][CH2:43][N:42]([C:45]2[CH:50]=[CH:49][C:48]([NH:51][C:52]3[C:53]4[N:54]([N:59]=[CH:60][N:61]=4)[C:55]([C:71]4[CH:72]=[C:73]5[C:77](=[CH:78][CH:79]=4)[C:76](=[O:80])[NH:75][CH2:74]5)=[CH:56][N:57]=3)=[CH:47][CH:46]=2)[C:41](=[O:62])[CH2:40]1)=[O:38])([CH3:35])([CH3:34])[CH3:33]

Komponenten

9

Edukt 4

HCID 10340Sodium CarbonateHCID 219557955-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-oneHCID 575899284-{8-[4-(4-Methyl-piperazin-1-yl)-phenylamino]-[1,2,4]triazolo[1,5-a]pyrazin-5-yl}-thiophene-2-carboxylic acid amideHCID 866196644-[4-(5-Bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-ylamino)-phenyl]-3-oxo-piperazine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 67047599HCID 67047599, VerbindungAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 1140TolueneLösungsmittelHCID 312751,4-DioxaneLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

This compound may be prepared using methods as described for Compound 6, step 4, using 4-[4-(5-bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-ylamino)-phenyl]-3-oxo-piperazine-1-carboxylic acid tert-butyl ester (115 mg, 0.24 mmol), 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-isoindol-1-one (92 mg, 0.35 mmol), and Pd(PPh3)4 (83 mg, 0.072 mmol) in 1.5M Na2CO3 (aq) (1.3 mL, 1.92 mmol), and dioxane (2.5 mL). The reaction mixture is diluted with brine then toluene is added and a precipitate is formed and collected by filtration. The resultant solid is dissolved in DCM and filtered through a silica cartridge to afford the title compound as a yellow solid (60 mg, 47%).

Aufarbeitung

  1. customThis compound may be prepared
  2. customa precipitate is formed
  3. filtrationcollected by filtration
  4. dissolutionThe resultant solid is dissolved in DCM
  5. filtrationfiltered through a silica cartridge

Quellen und Nachweise

ORD-Eintrag
ord-792bf973e1ed4f4098679685b4aba99b
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07501411B2

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