1-[(Tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid → HCID 66981804, compound

HRID 1751472Notes

Reaction equation

HRID 1751472 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][CH:9]1[C:13]1[NH:14][C:15]([C:18]2[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][CH:19]=2)=[CH:16][N:17]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:25](OC(N1CCCC1C(O)=O)=O)(C)(C)C>>[C:1]([O:5][C:6]([N:8]1[CH:9]([C:13]2[NH:14][C:15]([C:18]3[CH:19]=[CH:20][C:21]([Br:24])=[CH:22][CH:23]=3)=[CH:16][N:17]=2)[CH2:10][CH:11]2[CH:12]1[CH2:25]2)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 2684721-[(Tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acidHCID 547756232-[5-(4-bromo-phenyl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 66981804HCID 66981804, compoundYield 60%

Procedure

3-[5-(4-Bromo-phenyl)-1H-imidazol-2-yl]-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (0.16 g, 60%) was prepared following the procedure for 2-[5-(4-Bromo-phenyl)-1H-imidazol-2-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester, substituting 2-Aza-bicyclo[3.1.0]hexane-2,3-dicarboxylic acid 2-tert-butyl ester for Pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester. LCMS-ESI+: calc'd for C19H22BrN3O2: 403.09 (M+); Found: 404.76 (M+H+).

Sources & evidence

ORD record
ord-2481aa12b44444598467a1ebd3c7a47e
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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