benzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamate → 3-[2-(dimethylamino)ethoxy]-1-methyl-1H-pyrazol-5-amine

HRID 577737

Reaktionsgleichung

Reaktionsgleichung von HRID 577737
[CH3:1][N:2]([CH3:23])[CH2:3][CH2:4][O:5][C:6]1[CH:10]=[C:9]([NH:11]C(=O)OCC2C=CC=CC=2)[N:8]([CH3:22])[N:7]=1>CO.[Pd]>[CH3:1][N:2]([CH3:23])[CH2:3][CH2:4][O:5][C:6]1[CH:10]=[C:9]([NH2:11])[N:8]([CH3:22])[N:7]=1

Komponenten

4

Edukt 1

HCID 86679669benzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamate

Produkt 1

HCID 866796703-[2-(dimethylamino)ethoxy]-1-methyl-1H-pyrazol-5-amineAusbeute 79,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of benzyl (3-(2-(dimethylamino)ethoxy)-1-methyl-1H-pyrazol-5-yl)carbamate (1.42 g, 4.46 mmol) and 10% Pd/C (0.2 g) in MeOH (40 mL) was hydrogenated with fully inflated H2 balloon at rt overnight. The mixture was filtered and the filtrate was concentrated in vacuo to give the title compound (0.65 g, 79% yield) as a pale solid. 1H NMR (400 MHz, CDCl3) δ ppm 5.04 (s, 1H), 4.19-4.16 (t, 2H), 3.51 (s, 3H), 3.45 (bs, 2H), 2.67-2.64 (t, 2H), 2.32 (s, 6H). m/z for C8H16N4O 185.14 (M+H)+.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e6062623629c4ccbb420a70d63da79f3
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040547B2

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