Morpholine → methyl 2-methyl-1-{[2-methyl-3-(trifluoromethyl)phenyl]methyl}-6-(4-morpholinyl)-1H-benzimidazole-4-carboxylate

HRID 486

Reaktionsgleichung

Reaktionsgleichung von HRID 486
C1COCCN1.COC(=O)c1cc(Br)cc2c1nc(C)n2Cc1cccc(C(F)(F)F)c1C>C1COCCO1.CC(=O)O.CC(=O)O.CC(C)(C)[O-].CCCCP(CCCC)CCCC.[K+].[Pd]>COC(=O)c1cc(N2CCOCC2)cc2c1nc(C)n2Cc1cccc(C(F)(F)F)c1C

Komponenten

7

Edukt 2

HCID 8083MorpholineHCID 178418216HCID 178418216, Verbindung

Produkt 1

HCID 56959828methyl 2-methyl-1-{[2-methyl-3-(trifluoromethyl)phenyl]methyl}-6-(4-morpholinyl)-1H-benzimidazole-4-carboxylateAusbeute 0 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 23665647Potassium tert-butoxideReagenzHCID 13831TributylphosphineKatalysatorHCID 4144353Palladium (II) acetateKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

methyl 6-bromo-2-methyl-1-(2-methyl-3-(trifluoromethyl)benzyl)-1H-benzo[d]imidazole-4-carboxylate (441 mg, 1.00 mmol) was taken up with morpholine (435 µl, 5.00 mmol), potassium tert-butoxide (449 mg, 4.00 mmol), tri-n-butylphosphine (49.3 µl, 0.2 mmol) and palladium(II) acetate (22.44 mg, 0.10 mmol) in dioxane (10ml) and heated for 18 hrs at 100°C. The reaction profile showed no required product and only dimer adduct to be present. the reaction was therefore abandoned.

Quellen und Nachweise

ORD-Eintrag
ord-f93da8755d504800bf04ba573750bf86
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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