Diisopropylethylamine → HCID 71075489, Verbindung

HRID 2170708Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2170708
[CH3:1][O:2][C:3](=[O:28])[C@@H:4]([O:6][C:7]1[CH:8]=[C:9]([CH:25]=[CH:26][CH:27]=1)[CH2:10][N:11]1[C:19]2[C:14](=[CH:15][C:16]([C:20]([OH:22])=O)=[CH:17][CH:18]=2)[C:13]([CH3:23])=[C:12]1[CH3:24])[CH3:5].[CH:29]([O:32][C:33]1[CH:34]=[C:35]([C@@H:39]([NH2:41])[CH3:40])[CH:36]=[CH:37][CH:38]=1)([CH3:31])[CH3:30].CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C(Cl)Cl>[CH:29]([O:32][C:33]1[CH:34]=[C:35]([C@@H:39]([NH:41][C:20]([C:16]2[CH:15]=[C:14]3[C:19](=[CH:18][CH:17]=2)[N:11]([CH2:10][C:9]2[CH:8]=[C:7]([CH:27]=[CH:26][CH:25]=2)[O:6][C@@H:4]([CH3:5])[C:3]([O:2][CH3:1])=[O:28])[C:12]([CH3:24])=[C:13]3[CH3:23])=[O:22])[CH3:40])[CH:36]=[CH:37][CH:38]=1)([CH3:31])[CH3:30]

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 28307561HCID 28307561, VerbindungHCID 71075220HCID 71075220, Verbindung

Produkt 1

HCID 71075489HCID 71075489, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (S)-1-(3-((1-methoxy-1-oxopropan-2-yl)oxy)benzyl)-2,3-dimethyl-1H-indole-5-carboxylic acid (50 mg, 0.13 mmol, 1 equiv) in DCM (2 mL) was added (S)-1-(3-isopropoxyphenyl)ethanamine (34 mg, 0.16 mmol, 1.2 equiv), DIEA (70 μL, 0.39 mmol, 3 equiv) and HATU (50 mg, 0.13 mmol, 1 equiv). The reaction mixture was stirred 2 h at room temperature. The solvent was removed in vacuo. The residue was dissolved in AcOEt and washed with a 0.5N HCl aqueous solution, a saturated NaHCO3 solution and brine, dried over MgSO4. The filtrate was concentrated to obtain the crude product which was purified by flash chromatography (AcOEt/Hexane 0->50%) to obtain the title compound.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in AcOEt
  3. washwashed with a 0.5N HCl aqueous solution
  4. dry with materiala saturated NaHCO3 solution and brine, dried over MgSO4
  5. concentrationThe filtrate was concentrated
  6. customto obtain the crude product which
  7. customwas purified by flash chromatography (AcOEt/Hexane 0->50%)

Quellen und Nachweise

ORD-Eintrag
ord-e0e8a60f5e7e493dbf90d494acc5dc41
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051265B2

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