Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 66940416, Verbindung

HRID 1910181Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1910181
[CH3:1][O:2][C:3]1[C:4]2[N:5]([CH:9]=[C:10](C(O)=O)[N:11]=2)[CH:6]=[CH:7][CH:8]=1.CN([C:18]([O:22]N1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[NH:39]1[CH:43]=[CH:42][N:41]=[C:40]1[NH:44][C:45]([C:47]1[C:55]2[NH:54][C:53]([NH2:56])=[N:52][C:51]=2[CH:50]=[CH:49][CH:48]=1)=[O:46]>CN(C=O)C.CCN(C(C)C)C(C)C.[Cl-].[Na+].O>[NH:41]1[CH:42]=[CH:43][N:39]=[C:40]1[NH:44][C:45]([C:47]1[C:55]2[N:54]=[C:53]([NH:56][C:18]([C:9]3[N:5]4[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]4=[N:11][CH:10]=3)=[O:22])[NH:52][C:51]=2[CH:50]=[CH:49][CH:48]=1)=[O:46]

Komponenten

7

Edukt 3

HCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 669402468-Methoxyimidazo[1,2-A]pyridine-2-carboxylic acidHCID 178508178HCID 178508178, Verbindung2×

Produkt 1

HCID 66940416HCID 66940416, VerbindungAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6228DimethylformamideLösungsmittelHCID 81531DiisopropylethylamineLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

300 mg (3.0 mmol) of the above 8-methoxy-imidazo[1,2-a]pyridine-2-carboxylic acid and 200 mg (0.5 mmol) of HBTU in a mixture of 1.5 mL of DMF and 0.6 mL of DIEA was reacted with 60 mg (0.25 mmol) of the 2-amino-3H-benzoimidazole-4-carboxylic acid (1H-imidazol-2-yl)-amide (Intermediate B) as described in general procedure A. After the reaction was complete, it was diluted with brine (20 mL), and the resulting solid was filtered, washed with water, ethyl acetate and dried under vacuum to give 41 mg (40%) of 2-[(8-methoxy-imidazo[1,2-a]pyridine-3-carbonyl)-amino]-1H-benzoimidazole-4-carboxylic acid (1H-imidazol-2-yl)-amide as a solid. LCMS: 417 (M+1)+.

Aufarbeitung

  1. filtrationthe resulting solid was filtered
  2. washwashed with water, ethyl acetate
  3. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-adf9068fbc3841daace1278eea8b2c22
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598353B2

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