5-(Hydroxymethyl)-1H-benzimidazole → [1-(6-{[1-(4-fluorophenyl)ethyl]amino}pyrazin-2-yl)-1H-benzimidazol-6-yl]methanol

HRID 16140

Reaktionsgleichung

Reaktionsgleichung von HRID 16140
Cl[C:2]1[N:7]=[C:6]([NH:8][CH:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH3:10])[CH:5]=[N:4][CH:3]=1.[OH:18][CH2:19][C:20]1[CH:28]=[CH:27][C:23]2[N:24]=[CH:25][NH:26][C:22]=2[CH:21]=1>>[F:17][C:14]1[CH:15]=[CH:16][C:11]([CH:9]([NH:8][C:6]2[N:7]=[C:2]([N:26]3[C:22]4[CH:21]=[C:20]([CH2:19][OH:18])[CH:28]=[CH:27][C:23]=4[N:24]=[CH:25]3)[CH:3]=[N:4][CH:5]=2)[CH3:10])=[CH:12][CH:13]=1

Komponenten

3

Edukt 2

HCID 135055565-(Hydroxymethyl)-1H-benzimidazoleHCID 549408066-chloro-N-[1-(4-fluorophenyl)ethyl]pyrazin-2-amine

Produkt 1

HCID 11337446[1-(6-{[1-(4-fluorophenyl)ethyl]amino}pyrazin-2-yl)-1H-benzimidazol-6-yl]methanolAusbeute 8,1 %

Versuchsvorschrift

In a procedure analogous to Example 3, reaction of 6-chloro-N-[1-(4-fluorophenyl)ethyl]pyrazin-2-amine (1.80 g, 7.15 mmol) and 5-hydroxymethyl benzimidazole (1.26 g, 8.5 mmol) furnished the two products which were separated by column chromatography using dichloromethane-methanol (98:2-92:8) as eluant. From the less polar fractions was obtained [1-(6-{[1-(4-fluorophenyl)ethyl]amino}pyrazin-2-yl)-1H-benzimidazol-6-yl]methanol as a pale yellow solid (210 mg).

Aufarbeitung

  1. customfurnished the two products which
  2. customwere separated by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4cc787ad7b6243cfaee5cf52752f4bfd
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737143B2

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