Hydrochloric Acid → N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-((4,5-dihydro-1H-imidazol-2-ylamino)methyl)benzamide

HRID 633149

Reaktionsgleichung

Reaktionsgleichung von HRID 633149
Cl.[NH2:2][CH2:3][C:4]1[CH:25]=[CH:24][C:7]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[CH:12]=2)=[O:9])=[CH:6][CH:5]=1.[NH:26]1[CH2:30][CH2:29][N:28]=[C:27]1N1C(C)=CC(C)=N1.CCN(C(C)C)C(C)C>CN(C=O)C>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([NH:10][C:8](=[O:9])[C:7]2[CH:6]=[CH:5][C:4]([CH2:3][NH:2][C:27]3[NH:28][CH2:29][CH2:30][N:26]=3)=[CH:25][CH:24]=2)=[CH:12][C:13]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 4359301-(4,5-dihydro-1H-imidazol-2-yl)-3,5-dimethyl-1H-pyrazoleHCID 668779924-(aminomethyl)-N-(4-chloro-3-(pyridin-2-yl)phenyl)benzamide

Produkt 1

HCID 58614833N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-((4,5-dihydro-1H-imidazol-2-ylamino)methyl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

100 mg of the crude HCl salt of 4-(aminomethyl)-N-(4-chloro-3-(pyridin-2-yl)phenyl)benzamide was reacted with 80 mg of 1-(4,5-dihydro-1H-imidazol-2-yl)-3,5-dimethyl-1H-pyrazole and 110 of DIPEA in 1 mL of DMF in the microwave at 150° C. for 5 minutes. The crude product was concentrated to dryness and purified by reverse phase HPLC to yield N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-((4,5-dihydro-1H-imidazol-2-ylamino)methyl)benzamide. MS (Q1) 406 (M)+.

Aufarbeitung

  1. concentrationThe crude product was concentrated to dryness
  2. custompurified by reverse phase HPLC

Quellen und Nachweise

ORD-Eintrag
ord-29d9de9734fa41cd9a5153d65234d792
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09321761B2

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