4-Methylmorpholine → 3-tert-Butyl-N-(3-{6-[1-(4-methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methylphenyl)-5-(4-methylpiperazin-1-yl)benzamide

HRID 1055674Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1055674
F[C:2](F)(F)[C:3]([OH:5])=O.COC1C=CC([CH2:14][N:15]2[CH:19]=[C:18]([C:20]3[CH:21]=[C:22]4[N:27]([C:28]5[CH:29]=[C:30]([CH:32]=[CH:33][C:34]=5[CH3:35])[NH2:31])[CH:26]=[CH:25][N:23]4[N:24]=3)[CH:17]=[N:16]2)=CC=1.F[C:39](F)(F)C(O)=O.[C:45]([C:49]1[CH:50]=[C:51]([CH:55]=[C:56]([N:58]2[CH2:63][CH2:62][N:61]([CH3:64])[CH2:60][CH2:59]2)[CH:57]=1)[C:52](O)=[O:53])([CH3:48])([CH3:47])[CH3:46].CN(C(ON1N=N[C:75]2[CH:76]=[CH:77]C=N[C:74]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CN1CCOCC1.[OH-].[Na+]>CN(C=O)C>[C:45]([C:49]1[CH:50]=[C:51]([CH:55]=[C:56]([N:58]2[CH2:63][CH2:62][N:61]([CH3:64])[CH2:60][CH2:59]2)[CH:57]=1)[C:52]([NH:31][C:30]1[CH:32]=[CH:33][C:34]([CH3:35])=[C:28]([N:27]2[C:22]3[N:23]([N:24]=[C:20]([C:18]4[CH:17]=[N:16][N:15]([CH2:14][C:75]5[CH:74]=[CH:2][C:3]([O:5][CH3:39])=[CH:77][CH:76]=5)[CH:19]=4)[CH:21]=3)[CH:25]=[CH:26]2)[CH:29]=1)=[O:53])([CH3:48])([CH3:47])[CH3:46]

Komponenten

7

Edukt 5

HCID 79724-MethylmorpholineHCID 14798Sodium HydroxideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 897000263-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methylaniline trifluoroacetateHCID 897001313-tert-Butyl-5-(4-methylpiperazin-1-yl)benzoic acid trifluoroacetate

Produkt 1

HCID 896997983-tert-Butyl-N-(3-{6-[1-(4-methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methylphenyl)-5-(4-methylpiperazin-1-yl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

65 mg (0.13 mmol) of the compound of Example 8A, 50 mg (0.13 mmol) of the compound of Example 21A and 58 mg (0.15 mmol) of HATU were dissolved in 0.73 ml of DMF, 0.07 ml (0.63 mmol) of 4-methylmorpholine was added and the mixture was stirred at RT for 16 h. 10 ml of 0.1 M aqueous sodium hydroxide solution were then added, and the mixture was stirred at RT for another 10 min. The precipitate formed was filtered off, washed with water and dried under high vacuum. This gave 70 mg (76% pure, 64% of theory) of the title compound.

Aufarbeitung

  1. stirringthe mixture was stirred at RT for another 10 min
  2. customThe precipitate formed
  3. filtrationwas filtered off
  4. washwashed with water
  5. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ce50c68d8223493abb2f064faca2495d
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09394309B2

Notizen zur Reaktion

Wird geladen…