1,1'-Carbonyldiimidazole → 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-N-methyl-N-[4-(1,4,5,6-tetrahydropyrimidin-2-yl)benzyl]furan-3-carboxamide

HRID 468988Notes

Reaction equation

HRID 468988 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]([OH:23])=O)[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.Cl.Cl.[CH3:39][NH:40][CH2:41][C:42]1[CH:47]=[CH:46][C:45]([C:48]2[NH:49][CH2:50][CH2:51][CH2:52][N:53]=2)=[CH:44][CH:43]=1.CCN(C(C)C)C(C)C>ClCCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:24])[C:6]([S:10]([N:13]([CH2:15][C:16]2[O:20][CH:19]=[C:18]([C:21]([N:40]([CH3:39])[CH2:41][C:42]3[CH:43]=[CH:44][C:45]([C:48]4[NH:53][CH2:52][CH2:51][CH2:50][N:49]=4)=[CH:46][CH:47]=3)=[O:23])[CH:17]=2)[CH3:14])(=[O:12])=[O:11])=[C:7]([CH3:9])[CH:8]=1

Participants

6

Reactant 4

HCID 682631,1'-CarbonyldiimidazoleHCID 81531DiisopropylethylamineHCID 583930975-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acidHCID 67217411N-methyl-1-[4-(1,4,5,6-tetrahydropyrimidin-2-yl)phenyl]methanamine dihydrochloride

Product 1

HCID 461759005-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-N-methyl-N-[4-(1,4,5,6-tetrahydropyrimidin-2-yl)benzyl]furan-3-carboxamide

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The title compound was prepared according to general procedure AE using 5-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid (60 mg, 0.16 mmol), CDI (48 mg, 0.29 mmol), N-methyl-1-[4-(1,4,5,6-tetrahydropyrimidin-2-yl)phenyl]methanamine dihydrochloride (42 mg, 0.15 mmol) and DIPEA (0.17 mL, 0.97 mmol) in DCE (2 mL).

Sources & evidence

ORD record
ord-37fe561c12cb4baa8c34e229c704f8af
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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