1,1'-Carbonyldiimidazole → 2-((tert-butoxycarbonyl)amino)ethyl 1H-imidazole-1-carboxylate

HRID 708507Notes

Reaction equation

HRID 708507 reaction equation
[CH:1]1[N:5]=[CH:4][N:3]([C:6](N2C=NC=C2)=[O:7])[CH:2]=1.[C:13]([O:17][C:18](=[O:23])[NH:19][CH2:20][CH2:21][OH:22])([CH3:16])([CH3:15])[CH3:14]>C(Cl)Cl>[N:3]1([C:6]([O:22][CH2:21][CH2:20][NH:19][C:18]([O:17][C:13]([CH3:16])([CH3:14])[CH3:15])=[O:23])=[O:7])[CH:2]=[CH:1][N:5]=[CH:4]1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 2733206tert-butyl N-(2-hydroxyethyl)carbamate

Product 1

HCID 1183796332-((tert-butoxycarbonyl)amino)ethyl 1H-imidazole-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

To a solution of CDI (218 mg, 1.30 mmol) in DCM (4 mL) was added a solution of tert-butyl(2-hydroxyethyl)carbamate (0.22 mL, 1.37 mmol) in DCM (1 mL). After stirring at rt for 1 h, the reaction mixture was used directly in DCM for the next step.

Sources & evidence

ORD record
ord-203b19cc46624c7a81f9757f77aab926
Source dataset
uspto-grants-2015_11
Patent number
US09174978B2

Reaction notes

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