Methyl 4-{[[(2,4-dinitrophenyl)sulfonyl]({1-[(trimethylsilyl)methyl]-1H-1,2,3-triazol-4-yl}methyl)amino]methyl}benzoate → Methyl 4-{[({1-[(trimethylsilyl)methyl]-1H-1,2,3-triazol-4-yl}methyl)amino]methyl}benzoate

HRID 509303

Reaktionsgleichung

Reaktionsgleichung von HRID 509303
[N+](C1C=C([N+]([O-])=O)C=CC=1S([N:16]([CH2:28][C:29]1[CH:38]=[CH:37][C:32]([C:33]([O:35][CH3:36])=[O:34])=[CH:31][CH:30]=1)[CH2:17][C:18]1[N:19]=[N:20][N:21]([CH2:23][Si:24]([CH3:27])([CH3:26])[CH3:25])[CH:22]=1)(=O)=O)([O-])=O>C(N)CC>[CH3:26][Si:24]([CH2:23][N:21]1[CH:22]=[C:18]([CH2:17][NH:16][CH2:28][C:29]2[CH:30]=[CH:31][C:32]([C:33]([O:35][CH3:36])=[O:34])=[CH:37][CH:38]=2)[N:19]=[N:20]1)([CH3:25])[CH3:27]

Komponenten

3

Edukt 1

HCID 59627272Methyl 4-{[[(2,4-dinitrophenyl)sulfonyl]({1-[(trimethylsilyl)methyl]-1H-1,2,3-triazol-4-yl}methyl)amino]methyl}benzoate

Produkt 1

HCID 59627278Methyl 4-{[({1-[(trimethylsilyl)methyl]-1H-1,2,3-triazol-4-yl}methyl)amino]methyl}benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7852PropylamineLösungsmittel

Versuchsvorschrift

Crude methyl 4-{[[(2,4-dinitrophenyl)sulfonyl]({1-[(trimethylsilyl)methyl]-1H-1,2,3-triazol-4-yl}methyl)amino]methyl}benzoate (732 mg, 1.30 mmol) was dissolved in propylamine (2.25 mL) and stirred overnight. The reaction was concentrated and purified via MPLC, 1-8% MeOH in DCM to afford the requisite product as a clear, colorless oil. MS: cal'd 333 (MH+), exp 333 (MH+).

Aufarbeitung

  1. concentrationThe reaction was concentrated
  2. custompurified via MPLC, 1-8% MeOH in DCM
  3. customto afford the requisite product as a clear, colorless oil

Quellen und Nachweise

ORD-Eintrag
ord-8d3d716025ff4819a64fb348ed98f89d
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096559B2

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