m-Anisoyl chloride → (3-Methoxy-phenyl)-{4-[2-methyl-4-(6-morpholin-4-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-piperidin-1-yl}-methanone

HRID 731912Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 731912
[CH3:1][C:2]1[CH:3]=[C:4]([NH:15][C:16]2[C:17]3[CH:25]=[C:24]([N:26]4[CH2:31][CH2:30][O:29][CH2:28][CH2:27]4)[N:23]=[CH:22][C:18]=3[N:19]=[CH:20][N:21]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[CH3:32][O:33][C:34]1[CH:35]=[C:36]([CH:40]=[CH:41][CH:42]=1)[C:37](Cl)=[O:38].C1(C(N2CCC(OC3C=CC(NC4C5C=C(F)N=CC=5N=CN=4)=CC=3C)CC2)=O)CCCC1>>[CH3:32][O:33][C:34]1[CH:35]=[C:36]([C:37]([N:12]2[CH2:13][CH2:14][CH:9]([O:8][C:7]3[CH:6]=[CH:5][C:4]([NH:15][C:16]4[C:17]5[CH:25]=[C:24]([N:26]6[CH2:31][CH2:30][O:29][CH2:28][CH2:27]6)[N:23]=[CH:22][C:18]=5[N:19]=[CH:20][N:21]=4)=[CH:3][C:2]=3[CH3:1])[CH2:10][CH2:11]2)=[O:38])[CH:40]=[CH:41][CH:42]=1

Komponenten

4

Edukt 3

HCID 74374m-Anisoyl chlorideHCID 69051928Cyclopentyl-{4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidin-1-yl}-methanoneHCID 69057517[3-Methyl-4-(piperidin-4-yloxy)-phenyl]-(6-morpholin-4-yl-pyrido[3,4-d]pyrimidin-4-yl)-amine

Produkt 1

HCID 69054835(3-Methoxy-phenyl)-{4-[2-methyl-4-(6-morpholin-4-yl-pyrido[3,4-d]pyrimidin-4-ylamino)-phenoxy]-piperidin-1-yl}-methanone

Versuchsvorschrift

The title compound was prepared from [3-Methyl-4-(piperidin-4-yloxy)-phenyl]-(6-morpholin-4-yl-pyrido[3,4-d]pyrimidin-4-yl)-amine and 3-methoxy benzoylchloride by a procedure analogous to the synthesis of Cyclopentyl-{4-[4-(6-fluoro-pyrido[3,4-d]pyrimidin-4-ylamino)-2-methyl-phenoxy]-piperidin-1-yl}-methanone. LRMS: 555.2 (MH+). 1H NMR (DMSO-d6, 400 MHz): δ 9.57 (s, 1H), δ 8.79 (s, 1H), δ 8.32 (s, 1H), δ 7.47-7.53 (m, 3H), δ 7.32 (t, J=7.68, 1H), δ 7.31 (d, J=8.72, 1H), δ 6.93-6.99 (m, 3H), δ 4.62 (br. s, 1H), δ 3.76 (br. s, 1H), δ 3.52-3.54 (m, 6H), δ 3.75 (m, 6H), 3.302 (s, 3H), δ 2.18 (s, 3H), δ 1.97 (br. s, 1H), δ 1.90 (br. s, 1H), δ 1.66 (br. s, 1H).

Quellen und Nachweise

ORD-Eintrag
ord-8e33f91afdbb411e9fe1fdd7e2bf2456
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07585869B2

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