3,3-Dimethylbutylamine → HCID 178444768, Verbindung

HRID 1695922

Reaktionsgleichung

Reaktionsgleichung von HRID 1695922
[CH:1]([C:3]1[S:7][C:6]([CH:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]2)=[N:5][CH:4]=1)=O.[CH3:21][C:22]([CH3:27])([CH3:26])[CH2:23][CH2:24][NH2:25]>>[CH3:21][C:22]([CH3:27])([CH3:26])[CH2:23][CH2:24]/[N:25]=[CH:1]\[C:3]1[S:7][C:6]([CH:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]2)=[N:5][CH:4]=1

Komponenten

3

Edukt 2

HCID 197093,3-DimethylbutylamineHCID 59766636HCID 59766636, Verbindung

Produkt 1

HCID 178444768HCID 178444768, VerbindungAusbeute 91 %

Versuchsvorschrift

A mixture of t-butyl 4-(5-formylthiazol-2-yl)piperidine-1-carboxylate (250 mg, 0.84 mmol, 1 eq) and 3,3-dimethylbutan-1-amine (94 mg, 0.93 mmol, 1.1 eq) was stirred with molecular sieves at RT for 18 hr. After filtration, the excess solvent was concentrated in vacuo to give (z)-tert-butyl 4-(5-((3,3-dimethylbutylimino)methyl)thiazol-2-yl)piperidine-1-carboxylate (290 mg, 90% yield) with consistent 1H-NMR data. 1H NMR (CDCl3) δ 8.37 (s, 1H), 7.94 (s, 1H), 4.00 (m, 2H), 3.53 (t, J=8.1 Hz, 2H), 2.87 (m, 2H), 2.02 (m, 2H), 1.61-1.46 (m, 5H), 1.47 (s, 9H), 0.94 (s, 9H) ppm.

Aufarbeitung

  1. filtrationAfter filtration
  2. concentrationthe excess solvent was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-13482240d7b7416bac76e438ee48e072
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163737B2

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