1,2-Dichloroethane → HCID 59640537, Verbindung

HRID 2250141Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2250141
[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3([NH2:20])[CH2:19][CH2:18]3)=[CH:13][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:21]1([CH2:27][C:28](O)=[O:29])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.C(N(C(C)C)CC)(C)C.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C>[N:21]1([CH2:27][C:28]([NH:20][C:17]2([C:14]3[CH:13]=[CH:12][C:11]([O:10][CH2:9][CH2:8][CH2:7][N:1]4[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]4)=[CH:16][CH:15]=3)[CH2:18][CH2:19]2)=[O:29])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1

Komponenten

7

Edukt 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 4389684-Morpholineacetic acidHCID 59640425HCID 59640425, Verbindung

Produkt 1

HCID 59640537HCID 59640537, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1-[4-(3-Piperidin-1-yl-propoxy)-phenyl]-cyclopropylamine (0.195 g, 0.72 mmol) and morpholin-4-yl-acetic acid (0.125 g, 0.86 mmol) are dissolved in DMF, and diisopropylethylamine added (0.15 mL), followed by EDC (0.165 g, 0.86 mmol) and HOBt (0.116 g, 0.86 mmol). The reaction mixture was stirred overnight at room temperature. The residue is purified by chromatography [SCX-MeOH wash, elute 2M NH3/MeOH; then Biotage 12M SiO2, elute 10% (25/5/1 CHCl3/MeOH/NH4OH)/90% (10% MeOH/CHCl3)] to give the title compound as a yellow oil. HRMS 402.2765 (M+H)+.

Aufarbeitung

  1. customThe residue is purified by chromatography [SCX-MeOH
  2. washwash
  3. washelute 2M NH3/MeOH
  4. washthen Biotage 12M SiO2, elute 10% (25/5/1 CHCl3/MeOH/NH4OH)/90% (10% MeOH/CHCl3)]

Quellen und Nachweise

ORD-Eintrag
ord-8cb01932ff8e4256a04d85fd1549fc02
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07314937B2

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