1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-[1-{4-[3-(4-Cyclopropylamino-piperidin-1-yl)-3-oxo-propyl]-3,5-dimethyl-1h-pyrrol-2-yl}-meth-(z)-ylidene]-5-(2,6-dichloro-phenylmethanesulfonyl)-1,3-dihydro-indol-2-one

HRID 1359887Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1359887
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[CH2:9][S:10]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17](=[O:22])/[C:16]/2=[CH:23]\[C:24]1[NH:28][C:27]([CH3:29])=[C:26]([CH2:30][CH2:31][C:32](O)=[O:33])[C:25]=1[CH3:35])(=[O:12])=[O:11].CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.[CH:57]1([NH:60][CH:61]2[CH2:66][CH2:65][NH:64][CH2:63][CH2:62]2)[CH2:59][CH2:58]1.C([O-])(O)=O.[Na+]>CN(C=O)C>[CH:57]1([NH:60][CH:61]2[CH2:66][CH2:65][N:64]([C:32](=[O:33])[CH2:31][CH2:30][C:26]3[C:25]([CH3:35])=[C:24](/[CH:23]=[C:16]4\[C:17](=[O:22])[NH:18][C:19]5[C:15]\4=[CH:14][C:13]([S:10]([CH2:9][C:3]4[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=4[Cl:8])(=[O:11])=[O:12])=[CH:21][CH:20]=5)[NH:28][C:27]=3[CH3:29])[CH2:63][CH2:62]2)[CH2:59][CH2:58]1

Komponenten

7

Edukt 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 21973772N-Cyclopropylpiperidin-4-amineHCID 590776223-{5-[5-(2,6-Dichloro-phenylmethanesulfonyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrol-3-yl}-propionic Acid

Produkt 1

HCID 590777523-[1-{4-[3-(4-Cyclopropylamino-piperidin-1-yl)-3-oxo-propyl]-3,5-dimethyl-1h-pyrrol-2-yl}-meth-(z)-ylidene]-5-(2,6-dichloro-phenylmethanesulfonyl)-1,3-dihydro-indol-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a mixture of 3-{5-[5-(2,6-dichloro-phenylmethanesulfonyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrol-3-yl}-propionic acid (178 mg, 0.33 mmol), EDAC (135 mg, 0.7 mmol) and HOBt (45 mg, 0.33 mmol) in DMF (4 mL) was added cyclopropyl-piperidin-4-yl-amine (100 mg, 0.7 mmol) and TEA (0.14 mL). The mixture was stirred at rt for 2 days. The reaction was diluted with and NaHCO3, extracted with DCM. The combined extracts were concentrated and the residue was purified on a silica gel column to give the titled compound.

Aufarbeitung

  1. extractionextracted with DCM
  2. concentrationThe combined extracts were concentrated
  3. customthe residue was purified on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-0d9627a12d544ee28cce49765b8c1c31
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06599902B2

Notizen zur Reaktion

Wird geladen…