1,1'-Carbonyldiimidazole → HCID 58474481, compound

HRID 1400860Notes

Reaction equation

HRID 1400860 reaction equation
[Br:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:9][CH2:10][CH2:11][CH2:12][OH:13])=[CH:4][CH:3]=1.C1N=CN([C:19](N2C=NC=C2)=[O:20])C=1>C(Cl)Cl>[Br:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]2[CH2:10][CH2:11][CH2:12][O:13][C:19]2=[O:20])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 58474352HCID 58474352, compound

Product 1

HCID 58474481HCID 58474481, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 196 (0.9 g, 3.67 mmol) in DCM (30 mL) was added CDI (0.595 g, 3.67 mmol), and the reaction mixture was stirred at RT over weekend. The mixture was then concentrated and the residue was purified by flash column chromatography (eluent EtOAc) to afford the title compound 197 (373 mg, 38% yield) as colorless oil. MS: 271 (HM+).

Workup

  1. concentrationThe mixture was then concentrated
  2. customthe residue was purified by flash column chromatography (eluent EtOAc)

Sources & evidence

ORD record
ord-3fefa1f333cf46c69afa305b9bf7cc7d
Source dataset
uspto-grants-2014_12
Patent number
US08906852B2

Reaction notes

Loading…