Triethylamine → 2'-Chloro-5'-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid [4-(4-methyl-piperazin-1-ylmethyl)-phenyl]-amide

HRID 1678510Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1678510
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:10])=[CH:4][C:3]=1[C:17]1[CH:22]=[CH:21][C:20]([C:23]([OH:25])=O)=[CH:19][CH:18]=1.[CH3:26][N:27]1[CH2:32][CH2:31][N:30]([CH2:33][C:34]2[CH:39]=[CH:38][C:37]([NH2:40])=[CH:36][CH:35]=2)[CH2:29][CH2:28]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C>[CH3:26][N:27]1[CH2:32][CH2:31][N:30]([CH2:33][C:34]2[CH:39]=[CH:38][C:37]([NH:40][C:23]([C:20]3[CH:21]=[CH:22][C:17]([C:3]4[CH:4]=[C:5]([NH:8][C:9]([CH:11]5[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]5)=[O:10])[CH:6]=[CH:7][C:2]=4[Cl:1])=[CH:18][CH:19]=3)=[O:25])=[CH:36][CH:35]=2)[CH2:29][CH2:28]1

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 31539964-((4-Methylpiperazin-1-yl)methyl)anilineHCID 598223462'-Chloro-5'-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid

Produkt 1

HCID 673712242'-Chloro-5'-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid [4-(4-methyl-piperazin-1-ylmethyl)-phenyl]-amideAusbeute 32,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 2′-Chloro-5′-(cyclohexanecarbonyl-amino)-biphenyl-4-carboxylic acid (103 mg), 4-(4-methyl-piperazin-1-ylmethyl)-phenylamine (59 mg) and HBTU (148 mg) in dry DMF (10 ml) containing triethylamine (362 μl) was stirred at room temp for 18 h. Most of the DMF was evaporated and the residue diluted with water. The resulting solid was collected by filtration. This material was then purified by reverse phase Prep HPLC giving the title compound as a yellow solid (51 mg)

Aufarbeitung

  1. customMost of the DMF was evaporated
  2. additionthe residue diluted with water
  3. filtrationThe resulting solid was collected by filtration
  4. customThis material was then purified by reverse phase Prep HPLC

Quellen und Nachweise

ORD-Eintrag
ord-f65289ecdf12435ebe8487ff42e309ac
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08008303B2

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