Ethylamine → (5-Ethylcarbamoyl-[1,3,4]oxadiazol-2-ylmethyl)-carbamic acid tert-butyl ester

HRID 1437140Notes

Reaction equation

HRID 1437140 reaction equation
C(O[C:4]([C:6]1[O:7][C:8]([CH2:11][NH:12][C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[N:9][N:10]=1)=[O:5])C.[CH2:20]([NH2:22])[CH3:21]>CO.O1CCCC1>[C:16]([O:15][C:13](=[O:14])[NH:12][CH2:11][C:8]1[O:7][C:6]([C:4](=[O:5])[NH:22][CH2:20][CH3:21])=[N:10][N:9]=1)([CH3:17])([CH3:18])[CH3:19]

Participants

5

Reactant 2

HCID 6341EthylamineHCID 10084542Ethyl 5-(((tert-butoxycarbonyl)amino)methyl)-1,3,4-oxadiazole-2-carboxylate

Product 1

HCID 57940543(5-Ethylcarbamoyl-[1,3,4]oxadiazol-2-ylmethyl)-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-1,3,4-oxadiazole-2-carboxylic acid ethyl ester (prepared as described in JOC (1995), 60(10), 3112-20) (0.150 g) in methanol (5 ml) was added a solution of 2.0M ethylamine in tetrahydrofuran (3 ml). The solution was left standing at 20° C. for 1.5 h. The solvent was removed by evaporation using a stream of nitrogen to give the title compound as a yellow gum (0.139 g).

Workup

  1. waitThe solution was left
  2. customThe solvent was removed by evaporation

Sources & evidence

ORD record
ord-fb04399e7fe94316a35a10490250308a
Source dataset
uspto-grants-2009_11
Patent number
US07622464B2

Reaction notes

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