(spiro[cyclohexane-1,3'-[3H]indol]-2'(1'H)-one-5-yl)boronic acid → 2-fluoro-3-(1',2'-Dihydro-2'-oxospiro[cyclohexane-1,3'-[3H]indol]-5'-yl) benzaldehyde oxime

HRID 7010

Reaktionsgleichung

Reaktionsgleichung von HRID 7010
Br[C:2]1[C:3]([F:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[CH:5]=[N:6][OH:7].[NH:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]2([CH2:25][CH:24](B(O)O)[CH2:23][CH2:22][CH2:21]2)[C:13]1=[O:29]>>[F:11][C:3]1[C:2]([C:17]2[CH:16]=[C:15]3[C:20](=[CH:19][CH:18]=2)[NH:12][C:13](=[O:29])[C:14]23[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)=[CH:10][CH:9]=[CH:8][C:4]=1[CH:5]=[N:6][OH:7]

Komponenten

3

Versuchsvorschrift

The title compound was prepared from 3-bromo-2-fluorobenzaldoxime (0.40 g, 1.83 mmol) and (spiro[cyclohexane-1,3′-[3H]indol]-2′(1′H)-one-5-yl) boronic acid as described in example 18, to afford the product (0.094 g, 0.27 mmol, 15% yield) as a white solid: mp. 213–217° C.; 1H NMR (CDCl3) δ 10.95 (s, 1H), 9.65 (s, 1H), 8.41 (s, 1H), 7.76 (t, 1H, J=7.1 Hz), 7.59 (s, 1H), 7.43−7.33 (m, 3H), 7.19 (t, 1H, J=7.7 Hz), 6.98 (d, 1H, J=8 Hz) and 1.91−1.60 (m, 10H); MS ((+) ESI) m/z=339 [M+H]+.

Quellen und Nachweise

ORD-Eintrag
ord-f67eb7b38921421f80388afa72539b7c
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084168B2

Verknüpfte Notizen

Wird geladen…