Cyclopropanemethanamine → N-Cyclopropylmethyl-4-(3-isopropyl-indole-1-sulfonyl)-benzamide

HRID 1178998Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1178998
[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([S:13]([C:16]2[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH:5]=1)([CH3:3])[CH3:2].C1CN([P+](ON2N=[N:49][C:44]3[CH:45]=[CH:46][CH:47]=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.C1(CN)CC1.CCN(C(C)C)C(C)C>C(Cl)Cl>[CH:45]1([CH2:44][NH:49][C:20](=[O:21])[C:19]2[CH:23]=[CH:24][C:16]([S:13]([N:6]3[C:7]4[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:4]([CH:1]([CH3:2])[CH3:3])=[CH:5]3)(=[O:14])=[O:15])=[CH:17][CH:18]=2)[CH2:47][CH2:46]1

Komponenten

6

Edukt 4

HCID 75646CyclopropanemethanamineHCID 81531DiisopropylethylamineHCID 2724699PyBOPHCID 58975120HCID 58975120, Verbindung

Produkt 1

HCID 58975017N-Cyclopropylmethyl-4-(3-isopropyl-indole-1-sulfonyl)-benzamideAusbeute 87,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Stir mixture of 4-(3-isopropyl-indole-1-sulfonyl)-benzoic acid (0.181 g, 0.53 mmol), PyBOP (0.243 g, 0.55 mmol) and cyclopropylmethyl amine (0.064 g, 0.59 mmol) in CH2Cl2 (20 mL) add Hunigs base (0.28 mL, 1.62 mmol) under N2. Stir the resulting mixture overnight at ambient temperature. Extract the reaction with H2O, wash with brine dry (MgSO4), filter, evaporate and chromatograph using hexane-EtOAc (0-100%) to give 0.183 g of the title compound as an off white solid: Mass spectrum (m/e) (M+H) 397.1593; found 397.1586.

Aufarbeitung

  1. stirringStir the resulting mixture overnight at ambient temperature
  2. extractionExtract
  3. customthe reaction with H2O
  4. washwash with brine
  5. dry with materialdry (MgSO4)
  6. filtrationfilter
  7. customevaporate

Quellen und Nachweise

ORD-Eintrag
ord-eb26ec93aebd4a0d88f68035133485a1
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07276516B2

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