Benzene, 1-(chloromethyl)-2-fluoro- → HCID 57974358, Verbindung

HRID 1864251Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1864251
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][C:18]=3[O:20][C@H:21]([CH3:28])[CH2:22][N:23]([CH3:27])[C:24](=[O:26])[CH3:25])[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[OH:8].[F:29][C:30]1[CH:37]=[CH:36][CH:35]=[CH:34][C:31]=1[CH2:32]Cl>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][C:18]=3[O:20][C@H:21]([CH3:28])[CH2:22][N:23]([CH3:27])[C:24](=[O:26])[CH3:25])[N:13]=[CH:12][N:11]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:32][C:31]1[CH:34]=[CH:35][CH:36]=[CH:37][C:30]=1[F:29]

Komponenten

3

Edukt 2

HCID 9580Benzene, 1-(chloromethyl)-2-fluoro-HCID 69059499HCID 69059499, Verbindung

Produkt 1

HCID 57974358HCID 57974358, VerbindungAusbeute 72 %

Versuchsvorschrift

The procedure described in Example 3 was repeated using N-[(2R)-2-({4-[(3-chloro-4-hydroxyphenyl)amino]quinazolin-5-yl}oxy)propyl]-N-methylacetamide (obtained as described for in Example 50, preparation of starting materials) and 2-fluorobenzyl chloride to give the title compound in 72% yield; NMR spectrum (DMSO-d6) 1.37 (d, 3H), 1.94 (s, 3H), 3.04 (s, 3H), 3.30 (1H obscured by H2O), 4.20 (dd, 1H), 5.07 (m, 1H), 5.25 (s, 2H), 7.27 (m, 5H), 7.43 (m, 1H), 7.59 (t, 1H), 7.67 (dd, 1H), 7.70 (t, 1H), 8.07 (d, 1H), 8.45 (s, 1H), 9.93 (s, 1H); Mass Spectrum MH+ 509.

Quellen und Nachweise

ORD-Eintrag
ord-16a566cbfb534db3800a7386a6d85aef
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07625908B2

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