4,4-Dimethyl oxazolidine → [5-Cyclopropyl-6-(4-fluoro-benzyl)-pyridin-2-yl]-(4,4-dimethyl-oxazolidin-3-yl)-methanone

HRID 624907

Reaktionsgleichung

Reaktionsgleichung von HRID 624907
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:18]([OH:20])=O)=[N:8][C:9]=2[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH2:3][CH2:2]1.[CH3:21][C:22]1([CH3:27])[CH2:26][O:25][CH2:24][NH:23]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:18]([N:23]3[C:22]([CH3:27])([CH3:21])[CH2:26][O:25][CH2:24]3)=[O:20])=[N:8][C:9]=2[CH2:10][C:11]2[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=2)[CH2:2][CH2:3]1

Komponenten

5

Edukt 4

HCID 620104,4-Dimethyl oxazolidineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 710876985-Cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carboxylic acid

Produkt 1

HCID 76282137[5-Cyclopropyl-6-(4-fluoro-benzyl)-pyridin-2-yl]-(4,4-dimethyl-oxazolidin-3-yl)-methanone

Versuchsvorschrift

In analogy to the procedure described in Example 47 b), 5-cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carboxylic acid (Example 5 g)) was reacted with 4,4-dimethyloxazolidine (CAN 51200-87-4) in the presence of TBTU and DIEA to obtain the title compound as colorless oil; MS (EI): m/e=355.5 [MH+].

Quellen und Nachweise

ORD-Eintrag
ord-44450f81332f4f5890e7b4b8639f2920
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303012B2

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