1,1'-Carbonyldiimidazole → HCID 53357308, compound

HRID 410024Notes

Reaction equation

HRID 410024 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:26])[C:7]([C:16]3[CH:25]=[CH:24][C:19]([C:20]([NH:22][NH2:23])=[O:21])=[CH:18][CH:17]=3)=[C:8]([C:12]([F:15])([F:14])[F:13])[O:9]2)=[CH:4][CH:3]=1.C1N=CN([C:32](N2C=NC=C2)=[O:33])C=1>C(Cl)Cl>[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:26])[C:7]([C:16]3[CH:25]=[CH:24][C:19]([C:20]4[O:21][C:32](=[O:33])[NH:23][N:22]=4)=[CH:18][CH:17]=3)=[C:8]([C:12]([F:14])([F:15])[F:13])[O:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 67366697HCID 67366697, compound

Product 1

HCID 53357308HCID 53357308, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(7-hydroxy-4-oxo-2-(trifluoromethyl)-4H-chromen-3-yl)benzohydrazide (1 equiv.) and CDI (10 equiv.) in DCM is refluxed overnight. An aqueous/EtOAc workup followed by purification by prep-HPLC can give the desired product in Example 23.

Workup

  1. customAn aqueous/EtOAc workup followed by purification by prep-HPLC

Sources & evidence

ORD record
ord-36fa2f242416441b9f165038125b3cda
Source dataset
uspto-grants-2014_06
Patent number
US08759548B2

Reaction notes

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