L-Leucinol → 6-(4-Fluoro-benzyloxy)-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amide

HRID 639320

Reaktionsgleichung

Reaktionsgleichung von HRID 639320
[OH:1][CH2:2][C@@H:3]([NH:8][C:9]([C:11]1[CH:16]=[N:15][C:14]([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[C:13]([O:22][CH2:23][CH2:24][CH3:25])[N:12]=1)=[O:10])[CH2:4][CH:5]([CH3:7])[CH3:6].[F:26][C:27]1[CH:48]=CC(COC2N=C(C(O)=O)C=NC=2N2CCCC2)=[CH:29][CH:28]=1.N[C@@H](CC(C)C)CO>>[OH:1][CH2:2][C@@H:3]([NH:8][C:9]([C:11]1[CH:16]=[N:15][C:14]([N:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[C:13]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][C:27]([F:26])=[CH:48][CH:25]=2)[N:12]=1)=[O:10])[CH2:4][CH:5]([CH3:7])[CH3:6]

Komponenten

4

Edukt 3

HCID 111307L-LeucinolHCID 248312586-Propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amideHCID 685652886-(4-Fluoro-benzyloxy)-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid

Produkt 1

HCID 248314156-(4-Fluoro-benzyloxy)-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amide

Versuchsvorschrift

In analogy to the procedure described for the synthesis of 6-propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amide (example 10, step d) the title compounds was prepared from 6-(4-fluoro-benzyloxy)-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid and (S)-2-amino-4-methyl-pentan-1-ol (commercially available). m/z (ES+): 417.5 (M+H).

Quellen und Nachweise

ORD-Eintrag
ord-9079e11aca45400e9ed7e7f52f62da41
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691863B2

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