Methyl 2-amino-2-ethylbutanoate → HCID 24831902, compound

HRID 639334Notes

Reaction equation

HRID 639334 reaction equation
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:44]([OH:46])=O)=[N:37][C:38]=2[O:39][CH2:40][CH2:41][O:42][CH3:43])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1.[CH3:47][O:48][C:49](=[O:56])[C:50]([NH2:55])([CH2:53][CH3:54])[CH2:51][CH3:52]>>[CH3:47][O:48][C:49](=[O:56])[C:50]([NH:55][C:44]([C:36]1[CH:35]=[N:34][C:33]([NH:32][CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]2)=[C:38]([O:39][CH2:40][CH2:41][O:42][CH3:43])[N:37]=1)=[O:46])([CH2:53][CH3:54])[CH2:51][CH3:52]

Participants

4

Reactant 3

HCID 13412527Methyl 2-amino-2-ethylbutanoateHCID 248312586-Propoxy-5-pyrrolidin-1-yl-pyrazine-2-carboxylic acid ((S)-1-hydroxymethyl-3-methyl-butyl)-amideHCID 68568293HCID 68568293, compound

Product 1

HCID 24831902HCID 24831902, compound

Procedure

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-methoxy-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+): 423.4 (M+H).

Sources & evidence

ORD record
ord-53666f36a19241939a6564ed88965ea6
Source dataset
uspto-grants-2010_04
Patent number
US07691863B2

Reaction notes

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