Ethyl Acetate → N-tert-butyl-2-(5-(pyridin-2-ylethynyl)thiophen-2-yl)imidazo[1,2-a]pyridin-3-amine

HRID 29107

Reaktionsgleichung

[NH2:1][C:2]1[CH:7]=N[CH:5]=[CH:4][N:3]=1.[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]#[C:15][C:16]1[S:20][C:19]([CH:21]=O)=[CH:18][CH:17]=1.[C:23]([N+:27]#[C-:28])([CH3:26])([CH3:25])[CH3:24].[CH3:29]C(=O)OCC>C(Cl)(Cl)Cl.C(Cl)Cl.FC(F)(F)S([O-])(=O)=O.[Sc+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O>[C:23]([NH:27][C:28]1[N:3]2[CH:4]=[CH:5][CH:29]=[CH:7][C:2]2=[N:1][C:21]=1[C:19]1[S:20][C:16]([C:15]#[C:14][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][N:8]=2)=[CH:17][CH:18]=1)([CH3:26])([CH3:25])[CH3:24]

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

1.32 g (14.1 mmol) of 2-aminopyrazine were dissolved together with 3.00 g (14.1 mmol) of 5-pyridin-2-ylethynyl-thiophene-2-carbaldehyde, 1.59 ml (14.1 mmol) of tert.-butyl-isonitrile and 2.07 g (4.2 mmol) of scandium(III) trifluoromethanesulfonate in chloroform (40 ml). The reaction solution was heated to 80° C. for 60 min in the microwave (800 watt, MLS-Ethos1600) and then diluted with DCM. Washing was then performed with a 1M Na2CO3 solution and a sat. aq. NaCl solution. The mixture was then dried over Na2SO4, filtered and evaporated under a vacuum. 3.43 g (9.2 mmol, 65%) of N-tert-butyl-2-(5-(pyridin-2-ylethynyl)thiophen-2-yl)imidazo[1,2-a]pyridin-3-amine were obtained by crystallisation of the group from EA.

Aufarbeitung

washWashing
dry with materialThe mixture was then dried over Na2SO4
filtrationfiltered
customevaporated under a vacuum

Quellen und Nachweise

ORD-Eintrag: ord-a86679d007254961b57e7e2291097dfc
Quelldatensatz: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07420056B2

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