(Pyrimidin-5-yl)boronic acid → (1E,4E)-ethyl 2-amino-8-(pyrimidin-5-yl)-3H-benzo[b]azepine-4-carboxylate

HRID 38012

Reaktionsgleichung

Reaktionsgleichung von HRID 38012
[NH2:1][C:2]1[CH2:3][C:4]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:5][C:6]2[CH:12]=[CH:11][C:10](Br)=[CH:9][C:7]=2[N:8]=1.[N:19]1[CH:24]=[C:23](B(O)O)[CH:22]=[N:21][CH:20]=1>>[NH2:1][C:2]1[CH2:3][C:4]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:5][C:6]2[CH:12]=[CH:11][C:10]([C:23]3[CH:24]=[N:19][CH:20]=[N:21][CH:22]=3)=[CH:9][C:7]=2[N:8]=1

Komponenten

3

Edukt 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 58228535ethyl 2-amino-8-bromo-3H-benzo[b]azepine-4-carboxylate

Produkt 1

HCID 51034072(1E,4E)-ethyl 2-amino-8-(pyrimidin-5-yl)-3H-benzo[b]azepine-4-carboxylate

Versuchsvorschrift

The title compound was prepared by the procedure as described in Example 124 (Step F) using (1E,4E)-ethyl 2-amino-8-bromo-3H-benzo[b]azepine-4-carboxylate and pyrimidin-5-ylboronic acid. MS APCI (+) m/z 309 (M+1) detected; 1H-NMR (400 MHz, CDCl3) δ 9.22 (s, 1H), 9.02 (s, 2H), 7.84 (s, 1H), 7.54 (d, 1H), 7.47 (d, 1H), 7.30 (dd, 1H), 4.34 (q, 2H), 2.99 (s, 2H), 1.40 (t, 3H).

Quellen und Nachweise

ORD-Eintrag
ord-14386f9cc3ad406cb10a4186c7502bea
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524702B2

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