Triethylamine → HCID 178453336, compound

HRID 2065564Notes

Reaction equation

HRID 2065564 reaction equation
C(OC([N:8]1[CH:12]=[C:11]([CH2:13][CH2:14][NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[N:10]=[CH:9]1)=O)(C)(C)C.C(N(CC)CC)C>CO>[C:19]([O:18][C:16](=[O:17])[NH:15][CH2:14][CH2:13][C:11]1[N:10]=[CH:9][NH:8][CH:12]=1)([CH3:22])([CH3:20])[CH3:21]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 819122tert-butyl 4-{2-[(tert-butoxycarbonyl)amino]ethyl}-1H-imidazole-1-carboxylate

Product 1

HCID 178453336HCID 178453336, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 4-(2-tert-Butoxycarbonylamino-ethyl)-imidazole-1-carboxylic acid tert-butyl ester, were added 100 mL of methanol and 800 mL (5.73 mol) of triethylamine. The reaction mixture was allowed to stir at room temperature for four days and concentrated to oil. To the residue were added 40 mL of ether and 80 mL of hexane. This mixture was allowed to stand at room temperature resulting in precipitation of product, as a white solid, which were collected. The yield was 1.7 g (8.0 mmol, 40%) (LC/MS M+H 212.1).

Workup

  1. concentrationconcentrated to oil
  2. additionTo the residue were added 40 mL of ether and 80 mL of hexane
  3. customto stand at room temperature
  4. customresulting in precipitation of product, as a white solid, which
  5. customwere collected

Sources & evidence

ORD record
ord-11d6acfbcd59412da06441c9971063a1
Source dataset
uspto-grants-2012_10
Patent number
US08288544B2

Reaction notes

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