1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58393014, compound

HRID 469045Notes

Reaction equation

HRID 469045 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.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.Cl.Cl.[CH3:57][NH:58][CH2:59][C:60]1[CH:75]=[CH:74][C:63]([CH2:64][N:65]2[CH2:69][CH2:68][CH:67]([NH:70][C:71](=[O:73])[CH3:72])[CH2:66]2)=[CH:62][CH:61]=1>C(Cl)Cl>[C:71]([NH:70][CH:67]1[CH2:68][CH2:69][N:65]([CH2:64][C:63]2[CH:62]=[CH:61][C:60]([CH2:59][N:58]([CH3:57])[C:21]([C:18]3[CH:17]=[C:16]([CH2:15][N:13]([S:10]([C:6]4[C:5]([CH3:24])=[CH:4][C:3]([O:2][CH3:1])=[CH:8][C:7]=4[CH3:9])(=[O:11])=[O:12])[CH3:14])[O:20][CH:19]=3)=[O:22])=[CH:75][CH:74]=2)[CH2:66]1)(=[O:73])[CH3:72]

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 67217419HCID 67217419, compound

Product 1

HCID 58393014HCID 58393014, 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 (80 mg, 0.22 mmol), EDCI (61 mg, 0.32 mmol), HOBt (45 mg, 0.34 mmol), DIPEA (0.08 mL, 0.45 mmol), N-(1-{4-[(methylamino)methyl]benzyl}pyrrolidin-3-yl)acetamide dihydrochloride (36 mg, 0.13 mmol) and DCM (20 mL).

Sources & evidence

ORD record
ord-631b0b30484d4e469d243c7196ba83ce
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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