1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58393401, compound

HRID 469019Notes

Reaction equation

HRID 469019 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=NC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[CH3:55][C:56]1([CH3:71])[CH2:61][NH:60][C:59]([C:62]2[CH:67]=[CH:66][C:65]([CH2:68][NH:69][CH3:70])=[CH:64][CH:63]=2)=[N:58][CH2:57]1>ClCCCl>[CH3:55][C:56]1([CH3:71])[CH2:61][NH:60][C:59]([C:62]2[CH:67]=[CH:66][C:65]([CH2:68][N:69]([CH3:70])[C:21]([C:18]3[CH:17]=[C:16]([CH2:15][N:13]([S:10]([C:6]4[C:7]([CH3:9])=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=4[CH3:24])(=[O:11])=[O:12])[CH3:14])[O:20][CH:19]=3)=[O:22])=[CH:64][CH:63]=2)=[N:58][CH2:57]1

Participants

7

Reactant 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 583930975-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acidHCID 67329360HCID 67329360, compound

Product 1

HCID 58393401HCID 58393401, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The title compound was prepared according to general procedure AG using 5-({[(4-Methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid (55 mg, 0.15 mmol), EDCI (35 mg, 0.18 mmol), HOAt (25 mg, 0.18 mmol), DIPEA (0.156 mL, 0.89 mmol) and 1-[4-(5,5-dimethyl-1,4,5,6-tetrahydropyrimidin-2-yl)phenyl]-N-methylmethanamine (43 mg, 0.13 mmol) in DCE (1 mL). The crude product was purified using prep method C.

Workup

  1. customThe crude product was purified

Sources & evidence

ORD record
ord-48aa3b5c155c47ec9c9ec2bdfebbb17a
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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