Methyl 2-amino-2-ethylbutanoate → 2-{[5-Cyclohexylamino-6-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carbonyl]-amino}-2-ethyl-butyric acid methyl ester

HRID 639332Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 639332
OC[C@@H](NC(C1C=NC(N2CCCC2)=C(OCCC)N=1)=O)CC(C)C.[CH:26]1([NH:32][C:33]2[N:34]=[CH:35][C:36]([C:45](O)=[O:46])=[N:37][C:38]=2[O:39][CH2:40][C:41]([F:44])([F:43])[F:42])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1.[CH3:48][O:49][C:50](=[O:57])[C:51]([NH2:56])([CH2:54][CH3:55])[CH2:52][CH3:53]>>[CH3:48][O:49][C:50](=[O:57])[C:51]([NH:56][C:45]([C:36]1[CH:35]=[N:34][C:33]([NH:32][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[C:38]([O:39][CH2:40][C:41]([F:43])([F:44])[F:42])[N:37]=1)=[O:46])([CH2:54][CH3:55])[CH2:52][CH3:53]

Komponenten

4

Edukt 3

HCID 13412527Methyl 2-amino-2-ethylbutanoateHCID 248312586-Propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amideHCID 685679705-Cyclohexylamino-6-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carboxylic acid

Produkt 1

HCID 248319002-{[5-Cyclohexylamino-6-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carbonyl]-amino}-2-ethyl-butyric acid methyl ester

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 5-cyclohexylamino-6-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carboxylic acid and 2-amino-2-ethyl-butyric acid methyl ester (European Journal of Medicinal Chemistry 1984, 19, 261). m/z (ES+): 447.5 (M+H).

Quellen und Nachweise

ORD-Eintrag
ord-35a5a706092c4eae93d32b3b2db065e3
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691863B2

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