1,1'-Carbonyldiimidazole → N-pent-4-ynylimidazole-1-carboxamide

HRID 870602Notes

Reaction equation

HRID 870602 reaction equation
[C:1]([N:8]1[CH:12]=[CH:11]N=C1)([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[O:2].[CH2:13](N)[CH2:14][CH2:15]C#C>ClCCl>[CH2:12]([NH:8][C:1]([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[O:2])[CH2:11][CH2:15][C:14]#[CH:13]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 641001Pent-4-yn-1-amine

Product 1

HCID 86726568N-pent-4-ynylimidazole-1-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add 1,1′-carbonyldiimidazole (0.539 mg 1.05 equiv; 3.26 mmoles) slowly portion wise to a −78° C. solution of 4-pentyn-1-amine (0.258 mL; 1.0 equiv; 3.10 mmoles) in dichloromethane (10 mL). Allow the reaction to warm to ambient temperature and stir for 72 hours. Use the solution directly for subsequent chemistry: MS (m/z): 178(M+1).

Workup

  1. customthe reaction

Sources & evidence

ORD record
ord-2cdac2a027ef46f3aa5b16dba1c0cc25
Source dataset
uspto-grants-2015_03
Patent number
US08969555B2

Reaction notes

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