3-Methoxypropylamine → 8-Indan-5-yl-2-(3-methoxy-propylamino)-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

HRID 12339

Reaktionsgleichung

Reaktionsgleichung von HRID 12339
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][NH2:6].[CH2:7]([O:9][C:10]([C:12]1[C:13](=[O:35])[C:14]2[CH:19]=[N:18][C:17](S(C)(=O)=O)=[N:16][C:15]=2[N:24]([C:26]2[CH:27]=[C:28]3[C:32](=[CH:33][CH:34]=2)[CH2:31][CH2:30][CH2:29]3)[CH:25]=1)=[O:11])[CH3:8]>>[CH2:7]([O:9][C:10]([C:12]1[C:13](=[O:35])[C:14]2[CH:19]=[N:18][C:17]([NH:6][CH2:5][CH2:4][CH2:3][O:2][CH3:1])=[N:16][C:15]=2[N:24]([C:26]2[CH:27]=[C:28]3[C:32](=[CH:33][CH:34]=2)[CH2:31][CH2:30][CH2:29]3)[CH:25]=1)=[O:11])[CH3:8]

Komponenten

3

Edukt 2

HCID 16723-MethoxypropylamineHCID 252229828-Indan-5-yl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Produkt 1

HCID 685843808-Indan-5-yl-2-(3-methoxy-propylamino)-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Versuchsvorschrift

Using the procedure outlined in Example 1 Step F, the title compound was prepared from 3-methoxy-propylamine and 8-indan-5-yl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (from Example 1(Step E), 20 mg, 0.040 mmol). 11 mg of 8-Indan-5-yl-2-(3-methoxy-propylamino)-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester was obtained as a white solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 9.24 (s, 1H), 8.47 (s, 1H), 7.34 (d, J=8.0 Hz, 1H), 7.23 (s, 1H), 7.15 (d, J=8.0 Hz, 1H), 6.01 (br, 1H), 4.37 (q, J=7.1 Hz, 2H), 3.34 (t, J=5.7 Hz, 2H), 3.29 (s, 3H), 3.24 (q, J=6.1 Hz, 2H), 2.99 (m, 4H), 2.18 (m, 2H), 1.71 (m, 2H), 1.38 (t, J=7.1 Hz, 3H).

Quellen und Nachweise

ORD-Eintrag
ord-5416bb0874aa4c6b90233d86501eee42
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728003B2

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