1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58393358, compound

HRID 469042Notes

Reaction equation

HRID 469042 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][O:58][CH:59]1[CH2:63][CH2:62][N:61]([CH2:64][C:65]2[CH:70]=[CH:69][C:68]([CH2:71][NH:72][CH3:73])=[CH:67][CH:66]=2)[CH2:60]1>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:72]([CH2:71][C:68]3[CH:67]=[CH:66][C:65]([CH2:64][N:61]4[CH2:62][CH2:63][CH:59]([O:58][CH3:57])[CH2:60]4)=[CH:70][CH:69]=3)[CH3:73])=[O:23])[CH:17]=2)[CH3:14])(=[O:12])=[O:11])=[C:7]([CH3:9])[CH:8]=1

Participants

7

Reactant 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 583930975-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acidHCID 67216885HCID 67216885, compound

Product 1

HCID 58393358HCID 58393358, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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 (30 mg, 0.15 mmol), HOBt (23 mg, 0.17 mmol), DIPEA (0.04 mL, 0.23 mmol) and 1-{4-[(3-methoxypyrrolidin-1-yl)methyl]phenyl}-N-methylmethanamine dihydrochloride (37 mg, 0.13 mmol) in DCM (10 mL).

Sources & evidence

ORD record
ord-6faf0551db4a478bb14f9cc629b10358
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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