1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178500671, Verbindung

HRID 632938Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 632938
[CH3:1][O:2][C:3](=[O:18])[CH2:4][C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[CH2:7][CH2:6]1.CCN=C=NCCCN(C)C.[C:30]1([N:36]2[CH:40]=[C:39]([C:41]([NH:43][CH2:44][CH2:45][C:46](O)=[O:47])=[O:42])[C:38]([C:49]([F:52])([F:51])[F:50])=[N:37]2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.C1C=CC2N(O)N=NC=2C=1.C(N(C(C)C)C(C)C)C>ClCCl.C([O-])(O)=O.[Na+]>[CH3:1][O:2][C:3](=[O:18])[CH2:4][C@H:5]1[CH2:6][CH2:7][C@H:8]([C:11]2[CH:12]=[CH:13][C:14]([NH:17][C:46](=[O:47])[CH2:45][CH2:44][NH:43][C:41]([C:39]3[C:38]([C:49]([F:52])([F:50])[F:51])=[N:37][N:36]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[CH:40]=3)=[O:42])=[CH:15][CH:16]=2)[CH2:9][CH2:10]1

Komponenten

8

Edukt 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 1179202273-[(1-phenyl-3-trifluoromethyl-1H-pyrazole-4-carbonyl)amino]propionic acidHCID 178500653HCID 178500653, Verbindung

Produkt 1

HCID 178500671HCID 178500671, VerbindungAusbeute 91,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

A mixture of trans-[4-(4-aminophenyl)cyclohexyl]acetic acid methyl ester (50 mg, 0.20 mmol), EDCI (96.9 mg, 0.51 mmol), 3-[(1-phenyl-3-trifluoromethyl-1H-pyrazole-4-carbonyl)amino]propionic acid (79.4 mg, 0.24 mmol), HOBt (41 mg, 0.3 mmol) and ethyldiisopropylamine (91.7 mg, 0.71 mmol) dissolved in dichloromethane (15 mL) were stirred for 24 hours. The reaction mixture was diluted with aqueous NaHCO3 and extracted with dichloromethane. The extract was washed with brine and dried with anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography to obtain the desired compound (102 mg, 91%) as a white solid.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. washThe extract was washed with brine
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-fde9ddf19b16493d838ac76dbb0bdc19
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09321728B2

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