Diisopropylethylamine → HCID 66940566, Verbindung

HRID 1910243Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1910243
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH:9]=[N:8][C:7]([C:15]([OH:17])=O)=[CH:6]2.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[CH2:51]([O:53][C:54]([C:56]1[C:64]2[N:63]=[C:62]([NH2:65])[NH:61][C:60]=2[CH:59]=[C:58]([O:66][CH2:67][CH3:68])[CH:57]=1)=[O:55])[CH3:52]>CN(C=O)C.[Cl-].[Na+].O>[CH2:51]([O:53][C:54]([C:56]1[C:64]2[N:63]=[C:62]([NH:65][C:15]([C:7]3[N:8]=[CH:9][C:10]4[C:5]([CH:6]=3)=[CH:4][C:3]([O:2][CH3:1])=[C:12]([O:13][CH3:14])[CH:11]=4)=[O:17])[NH:61][C:60]=2[CH:59]=[C:58]([O:66][CH2:67][CH3:68])[CH:57]=1)=[O:55])[CH3:52]

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 14278968HCID 14278968, VerbindungHCID 66940226HCID 66940226, Verbindung

Produkt 1

HCID 66940566HCID 66940566, VerbindungAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

235 mg (1.0 mmol) of 6,7-dimethoxy-isoquinoline-3-carboxylic acid and 400 mg (1.0 mmol) of HBTU were dissolved in 1.5 mL of DMF and 0.5 mL of DIEA and treated with 249 mg (1.0 mmol) of 2-amino-6-ethoxy-1H-benzoimidazole-4-carboxylic acid ethyl ester (prepared in Example 471) as described in general procedure A. Upon completion, the reaction was diluted with brine. The resulting solid was filtered, washed with water and EtOAc, and dried under vacuum to produce 290 mg (0.63 mmol, 63%) of 2-[(6,7-dimethoxy-isoquinoline-3-carbonyl)-amino]-6-ethoxy-1H-benzoimidazole-4-carboxylic acid ethyl ester. LCMS: 465 (M+1)+.

Aufarbeitung

  1. filtrationThe resulting solid was filtered
  2. washwashed with water and EtOAc
  3. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f31fdef647e94ff4b2a3aedd489bad4c
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598353B2

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