1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-(4-{[{[5-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl] (methyl)amino}methyl)furan-3-yl]carbonyl}(methyl)amino]methyl}benzyl)-N,N-dimethylpyrrolidine-3-carboxamide
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.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.Cl.Cl.[CH3:57][N:58]([CH3:76])[C:59]([CH:61]1[CH2:65][CH2:64][N:63]([CH2:66][C:67]2[CH:72]=[CH:71][C:70]([CH2:73][NH:74][CH3:75])=[CH:69][CH:68]=2)[CH2:62]1)=[O:60]>C(Cl)Cl>[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:74]([CH2:73][C:70]3[CH:69]=[CH:68][C:67]([CH2:66][N:63]4[CH2:64][CH2:65][CH:61]([C:59]([N:58]([CH3:57])[CH3:76])=[O:60])[CH2:62]4)=[CH:72][CH:71]=3)[CH3:75])=[O:23])[CH:17]=2)[CH3:14])(=[O:12])=[O:11])=[C:7]([CH3:9])[CH:8]=1Participants
7
Reactant 5
HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide
HCID 757711-Hydroxybenzotriazole
HCID 81531Diisopropylethylamine
HCID 583930975-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid
HCID 67217657N,N-dimethyl-1-{4-[(methylamino)methyl]benzyl}pyrrolidine-3-carboxamide dihydrochlorideProduct 1
Reagents, catalysts & solvents 1
Procedure
The title compound was prepared according to general procedure BH using 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid (40 mg, 0.11 mmol), EDCI (29 mg, 0.15 mmol), HOBt (22 mg, 0.16 mmol), DIPEA (0.04 mL, 0.22 mmol), N,N-dimethyl-1-{4-[(methylamino)methyl]benzyl}pyrrolidine-3-carboxamide dihydrochloride (42 mg, 0.13 mmol) and DCM (5 mL).
Sources & evidence
- ORD record
- ord-8f57ed10a2104f8baeacc12589af3fe1
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08623859B2
Reaction notes
Loading…