L-Leucinol → 6-Cyclopentylmethoxy-5-(4,4-difluoro-piperidin-1-yl)-pyrazine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amide

HRID 639337

Reaktionsgleichung

Reaktionsgleichung von HRID 639337
[OH:1][CH2:2][C@@H:3]([NH:8]C(C1C=NC(N2CCCC2)=C(OCCC)N=1)=O)[CH2:4][CH:5]([CH3:7])[CH3:6].[CH:26]1([CH2:31][O:32][C:33]2[N:38]=[C:37]([C:39]([OH:41])=O)[CH:36]=[N:35][C:34]=2[N:42]2[CH2:47][CH2:46][C:45]([F:49])([F:48])[CH2:44][CH2:43]2)[CH2:30][CH2:29][CH2:28][CH2:27]1.N[C@H](CO)CC(C)C>>[OH:1][CH2:2][C@@H:3]([NH:8][C:39]([C:37]1[CH:36]=[N:35][C:34]([N:42]2[CH2:43][CH2:44][C:45]([F:48])([F:49])[CH2:46][CH2:47]2)=[C:33]([O:32][CH2:31][CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30]2)[N:38]=1)=[O:41])[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 685665716-Cyclopentylmethoxy-5-(4,4-difluoro-piperidin-1-yl)-pyrazine-2-carboxylic acid

Produkt 1

HCID 248294696-Cyclopentylmethoxy-5-(4,4-difluoro-piperidin-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-cyclopentylmethoxy-5-(4,4-difluoro-piperidin-1-yl)-pyrazine-2-carboxylic acid and (S)-leucinol (commercially available). m/z (ES+): 441.3 (M+H).

Quellen und Nachweise

ORD-Eintrag
ord-1ae79a1b2cdb4870be3430c008591723
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691863B2

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