1,1'-Carbonyldiimidazole → HCID 46175547, compound

HRID 468990Notes

Reaction equation

HRID 468990 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]([CH2:15][C:16]2[O:20][CH:19]=[C:18]([C:21](O)=[O:22])[CH:17]=2)[CH3:14])(=[O:12])=[O:11])=[C:5]([CH3:24])[CH:4]=1.C1N=CN(C(N2C=NC=C2)=O)C=1.CCN(C(C)C)C(C)C.Cl.[I-:47].[NH2:48][CH2:49][C:50]1[CH:55]=[CH:54][C:53]([NH:56][C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][N+:58]=2[CH3:63])=[CH:52][CH:51]=1>ClCCCl>[I-:47].[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]([CH2:15][C:16]2[O:20][CH:19]=[C:18]([C:21]([NH:48][CH2:49][C:50]3[CH:55]=[CH:54][C:53]([NH:56][C:57]4[CH:62]=[CH:61][CH:60]=[CH:59][N+:58]=4[CH3:63])=[CH:52][CH:51]=3)=[O:22])[CH:17]=2)[CH3:14])(=[O:11])=[O:12])=[C:5]([CH3:24])[CH:4]=1

Participants

6

Reactant 4

HCID 682631,1'-CarbonyldiimidazoleHCID 81531DiisopropylethylamineHCID 583930975-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acidHCID 67217659HCID 67217659, compound

Product 1

HCID 46175547HCID 46175547, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The title compound was prepared according to general procedure AD using 5-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid (50 mg, 0.13 mmol), CDI (33 mg, 0.2 mmol), DIPEA (0.14 mL, 0.81 mmol) and 2-{[4-(aminomethyl)phenyl]amino}-1-methylpyridinium iodide hydrochloride (53 mg, 0.14 mmol) in DCE (1.0 mL).

Sources & evidence

ORD record
ord-6322b9efafea4b56b34d2204859f49be
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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