Sodium Hydroxide → 3-ethynyl-1-(4-methoxy-benzyl)-5-pyrrolidin-1-yl-1H-[1,2,4]triazole

HRID 1054947Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1054947
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]([CH2:7][N:8]2[C:12]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[N:11][C:10]([C:18]#[C:19][Si](C)(C)C)=[N:9]2)=[CH:5][CH:4]=1.[OH-].[Na+]>CO.C(OCC)(=O)C>[C:18]([C:10]1[N:11]=[C:12]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[N:8]([CH2:7][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:25][CH:24]=2)[N:9]=1)#[CH:19]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 900165621-(4-methoxy-benzyl)-5-pyrrolidin-1-yl-3-trimethylsilanylethynyl-1H-[1,2,4]triazole

Produkt 1

HCID 900255173-ethynyl-1-(4-methoxy-benzyl)-5-pyrrolidin-1-yl-1H-[1,2,4]triazoleAusbeute 110 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A mixture of 1-(4-methoxybenzyl)-5-(pyrrolidin-1-yl)-3-((trimethylsilyl)ethynyl)-1H-1,2,4-triazole (95 mg, 268 μmol, Eq: 1.00) and sodium hydroxide sol. 1N (0.1 ml) in methanol (3 ml) was stirred for 18 hours at 25° C. The mixture was diluted with ethyl acetate and washed with water, the organic layer was separated, dried over magnesium sulfate, filtrated and evaporated affording 3-ethynyl-1-(4-methoxy-benzyl)-5-pyrrolidin-1-yl-1H-[1,2,4]triazole (83 mg/110%) as a yellow oil. MS: m/e=283.4 (M+H+)

Aufarbeitung

  1. washwashed with water
  2. customthe organic layer was separated
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltrated
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-3fac80d0f74e44b491b9f16d6a897a69
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09394311B2

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