1,1'-Carbonyldiimidazole → HCID 117600984, compound

HRID 1773719Notes

Reaction equation

HRID 1773719 reaction equation
[CH:1]1([NH:4][C:5]2[C:6]([NH2:19])=[CH:7][C:8]([C:12]3[C:13]([CH3:18])=[N:14][O:15][C:16]=3[CH3:17])=[CH:9][C:10]=2[I:11])[CH2:3][CH2:2]1.C1N=CN([C:25](N2C=NC=C2)=[O:26])C=1>C1COCC1>[CH:1]1([N:4]2[C:5]3[C:10]([I:11])=[CH:9][C:8]([C:12]4[C:13]([CH3:18])=[N:14][O:15][C:16]=4[CH3:17])=[CH:7][C:6]=3[NH:19][C:25]2=[O:26])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 117601992HCID 117601992, compound

Product 1

HCID 117600984HCID 117600984, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
120 °C

Procedure

To a mixture of N1-cyclopropyl-4-(3,5-dimethylisoxazol-4-yl)-6-iodobenzene-1,2-diamine (170 mg, 0.46 mmol, 1 equiv.) in a pressure tube was added THF (5 mL) and CDI (223 mg, 1.38 mmol, 3 equiv.). The mixture was heated to 120° C. for 30 minutes in a microwave reactor. The reaction was concentrated in vacuo and purified by HPLC to provide 1-cyclopropyl-5-(3,5-dimethylisoxazol-4-yl)-7-iodo-1H-benzo[d]imidazol-2(3H)-one LCMS (m/z+1) 396.3.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. custompurified by HPLC

Sources & evidence

ORD record
ord-fda422572e6645fa9c7a831d158c8925
Source dataset
uspto-grants-2016_02
Patent number
US09255089B2

Reaction notes

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