3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → Methyl-[2-[4-(1H-pyrazol-4-yl)-phenyl]-2-(4-pyridin-3-yl-phenyl)-ethyl]-amine

HRID 45543

Reaktionsgleichung

Reaktionsgleichung von HRID 45543
CC1(C)C(C)(C)OB([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)O1.Cl[C:17]1[CH:22]=[CH:21][C:20]([CH:23]([C:27]2[CH:32]=[CH:31][C:30]([C:33]3[CH:34]=[N:35][NH:36][CH:37]=3)=[CH:29][CH:28]=2)[CH2:24][NH:25][CH3:26])=[CH:19][CH:18]=1>>[CH3:26][NH:25][CH2:24][CH:23]([C:27]1[CH:32]=[CH:31][C:30]([C:33]2[CH:34]=[N:35][NH:36][CH:37]=2)=[CH:29][CH:28]=1)[C:20]1[CH:19]=[CH:18][C:17]([C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)=[CH:22][CH:21]=1

Komponenten

3

Edukt 2

HCID 27346563-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 11438353(2-(4-Chloro-phenyl)-2-[4-(1H-pyrazol-4-yl)-phenyl]-ethyl)-methyl-amine

Produkt 1

HCID 11175675Methyl-[2-[4-(1H-pyrazol-4-yl)-phenyl]-2-(4-pyridin-3-yl-phenyl)-ethyl]-amine

Versuchsvorschrift

By following the procedure described in Example 1 but substituting 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole for 3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine and coupling to {2-(4-Chloro-phenyl)-2-[4-(1H-pyrazol-4-yl)-phenyl]-ethyl}-methyl-amine*, the title compound was obtained. LC/MS: (PS-B3) Rt 2.42 [M+H]+ 355. 1H NMR (Me-d3-OD) δ 1.94 (AcOH, s), 2.72 (3H, s), 3.73 (2H, d), 4.46 (1H, t), 7.41 (2H, d), 7.51-7.56 (3H, m), 7.63 (2H, d), 7.70 (2H, d), 7.96 (2H, s), 8.10 (1H, dt), 8.53 (1H, dd), 8.80 (1H, d).

Quellen und Nachweise

ORD-Eintrag
ord-b709c965fe2a423081b76bc567aeed01
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541461B2

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