Methyl 2-amino-2-ethylbutanoate → HCID 24831901, compound

HRID 639333Notes

Reaction equation

HRID 639333 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:45]([OH:47])=O)=[N:37][C:38]=2[O:39][CH2:40][C:41]([CH3:44])([CH3:43])[CH3:42])[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[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]2)=[C:38]([O:39][CH2:40][C:41]([CH3:44])([CH3:43])[CH3:42])[N:37]=1)=[O:47])([CH2:54][CH3:55])[CH2:52][CH3:53]

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 68569065HCID 68569065, compound

Product 1

HCID 24831901HCID 24831901, 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-(2,2-dimethyl-propoxy)-pyrazine-2-carboxylic acid and 2-amino-2-ethyl-butyric acid methyl ester (European Journal of Medicinal Chemistry 1984, 19, 261). m/z (ES+): 435.4 (M+H).

Sources & evidence

ORD record
ord-9cee28ee784243d5b0156aaa21721136
Source dataset
uspto-grants-2010_04
Patent number
US07691863B2

Reaction notes

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