3-Fluorobenzyl chloride → HCID 57974352, Verbindung

HRID 1864250Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1864250
[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:31]=[C:32]([CH:35]=[CH:36][CH:37]=1)[CH2:33]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][CH2:33][C:32]1[CH:35]=[CH:36][CH:37]=[C:30]([F:29])[CH:31]=1

Komponenten

3

Edukt 2

HCID 99743-Fluorobenzyl chlorideHCID 69059499HCID 69059499, Verbindung

Produkt 1

HCID 57974352HCID 57974352, VerbindungAusbeute 87 %

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 3-fluorobenzyl chloride to give the title compound in 87% yield; NMR spectrum (DMSO-d6) 1.36 (d, 3H), 1.93 (s, 3H), 3.04 (s, 3H), 3.27 (1H obscured by H2O), 4.22 (dd, 1H), 5.07 (m, 1H), 5.25 (s, 2H), 7.16 (t, 1H), 7.29 (m, 5H), 7.45 (m, 1H), 7.65 (dd, 1H), 7.71 (t, 1H), 8.09 (d, 1H), 8.46 (s, 1H), 9.93 (s, 1H); Mass Spectrum MH+ 509.

Quellen und Nachweise

ORD-Eintrag
ord-5a76840d75504d53be6dbcb0c31d6053
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07625908B2

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