Diisopropylethylamine → N-{4-Chloro-3-[6-chloro-5-(3,3-difluoropyrrolidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzyl}-2,2-dimethyl-propionamide

HRID 1258637Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1258637
Cl.Cl.[Cl:3][C:4]1[CH:5]=[C:6]([NH2:18])[C:7]([NH2:17])=[CH:8][C:9]=1[N:10]1[CH2:14][CH2:13][C:12]([F:16])([F:15])[CH2:11]1.[Cl:19][C:20]1[CH:33]=[CH:32][C:23]([CH2:24][NH:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])=[CH:22][C:21]=1[N:34]=[C:35]=S.CCN(C(C)C)C(C)C>CC#N>[Cl:19][C:20]1[CH:33]=[CH:32][C:23]([CH2:24][NH:25][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])=[CH:22][C:21]=1[NH:34][C:35]1[NH:18][C:6]2[CH:5]=[C:4]([Cl:3])[C:9]([N:10]3[CH2:14][CH2:13][C:12]([F:16])([F:15])[CH2:11]3)=[CH:8][C:7]=2[N:17]=1

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 679580194-Chloro-5-(3,3-difluoropyrrolidin-1-yl)benzene-1,2-diamine dihydrochlorideHCID 86646343HCID 86646343, Verbindung

Produkt 1

HCID 67975174N-{4-Chloro-3-[6-chloro-5-(3,3-difluoropyrrolidin-1-yl)-1H-benzo[d]imidazol-2-ylamino]benzyl}-2,2-dimethyl-propionamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

4-Chloro-5-(3,3-difluoropyrrolidin-1-yl)benzene-1,2-diamine dihydrochloride (340 mg, 1.1 mmol) was added to N-(4-chloro-3-isothiocyanatobenzyl)-2,2-dimethyl-propionamide (300 mg, 1.1 mmol) in MeCN (10 mL) and stirred at rt overnight. After addition of DIPEA (0.41 μL, 2.3 mmol) the reaction mixture was stirred at rt for 4.5 h. The mixture was concentrated. The crude was purified by chromatography to give the sub-title compound.

Aufarbeitung

  1. stirringwas stirred at rt for 4.5 h
  2. concentrationThe mixture was concentrated
  3. customThe crude was purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4eb431c42b41453b98e0e184db763666
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466186B2

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