Diisopropylethylamine → 3-({2-[4'-Chloro-4-(pyrrolidine-1-carbonyl)-biphen-2-yl]-quinoline-6-carbonyl}-amino)-4-cyclohexylamino-benzoic acid ethyl ester

HRID 1788417

Reaktionsgleichung

Reaktionsgleichung von HRID 1788417
[Cl:1][C:2]1[CH:33]=[CH:32][C:5]([C:6]2[C:11]([C:12]3[CH:21]=[CH:20][C:19]4[C:14](=[CH:15][CH:16]=[C:17]([C:22](O)=[O:23])[CH:18]=4)[N:13]=3)=[CH:10][C:9]([C:25]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[O:26])=[CH:8][CH:7]=2)=[CH:4][CH:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[CH2:67]([O:69][C:70](=[O:85])[C:71]1[CH:76]=[CH:75][C:74]([NH:77][CH:78]2[CH2:83][CH2:82][CH2:81][CH2:80][CH2:79]2)=[C:73]([NH2:84])[CH:72]=1)[CH3:68]>CN(C=O)C>[CH2:67]([O:69][C:70](=[O:85])[C:71]1[CH:76]=[CH:75][C:74]([NH:77][CH:78]2[CH2:79][CH2:80][CH2:81][CH2:82][CH2:83]2)=[C:73]([NH:84][C:22]([C:17]2[CH:18]=[C:19]3[C:14](=[CH:15][CH:16]=2)[N:13]=[C:12]([C:11]2[C:6]([C:5]4[CH:32]=[CH:33][C:2]([Cl:1])=[CH:3][CH:4]=4)=[CH:7][CH:8]=[C:9]([C:25]([N:27]4[CH2:31][CH2:30][CH2:29][CH2:28]4)=[O:26])[CH:10]=2)[CH:21]=[CH:20]3)=[O:23])[CH:72]=1)[CH3:68]

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 4068248Ferrostatin-1HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 576029872-[4'-Chloro-4-(pyrrolidine-1-carbonyl)-biphen-2-yl]-quinoline-6-carboxylic acid

Produkt 1

HCID 576030893-({2-[4'-Chloro-4-(pyrrolidine-1-carbonyl)-biphen-2-yl]-quinoline-6-carbonyl}-amino)-4-cyclohexylamino-benzoic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Compound 24 (270 mg, 0.59 mmol) in 4 mL of DMF was activated with 246.6 mg (0.65 mmol) of HATU and 226 μL (1.30 mmol) of DIEA at room temperature for 15 minutes. Compound 11 (170 mg, 0.65 mmol) was added as solid and the mixture was stirred overnight. The DMF was evaporated; the remaining oil was solidified by trituration with water. The solid Compound 25 was filtered off, dried and used without further purification. MS: 701.34 (M+H+).

Aufarbeitung

  1. customThe DMF was evaporated
  2. filtrationThe solid Compound 25 was filtered off
  3. customdried
  4. customused without further purification

Quellen und Nachweise

ORD-Eintrag
ord-dc2f37d7126f464e98b6500b96223c44
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07511145B2

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