Ammonia → 2-{4-[4-({4-[2-methyl-1-(1-methylethyl)-1H-imidazol-5-yl]pyrimidin-2-yl}amino)phenyl]piperazin-1-yl}-2-oxoethanol

HRID 1441309Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1441309
C([O:4][CH2:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:35]=[CH:34][C:17]([NH:18][C:19]3[N:24]=[C:23]([C:25]4[N:29]([CH:30]([CH3:32])[CH3:31])[C:28]([CH3:33])=[N:27][CH:26]=4)[CH:22]=[CH:21][N:20]=3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])(=O)C.N>CO>[OH:4][CH2:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:35]=[CH:34][C:17]([NH:18][C:19]3[N:24]=[C:23]([C:25]4[N:29]([CH:30]([CH3:32])[CH3:31])[C:28]([CH3:33])=[N:27][CH:26]=4)[CH:22]=[CH:21][N:20]=3)=[CH:16][CH:15]=2)[CH2:12][CH2:13]1)=[O:7]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 686898132-{4-[4-(2-Acetoxyacetyl)piperazin-1-yl]anilino}-4-(1-isopropyl-2-methyl-1H-imidazol-5-yl)pyrimidine

Produkt 1

HCID 112705002-{4-[4-({4-[2-methyl-1-(1-methylethyl)-1H-imidazol-5-yl]pyrimidin-2-yl}amino)phenyl]piperazin-1-yl}-2-oxoethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

2-{4-[4-(2-Acetoxyacetyl)piperazin-1-yl]anilino}-4-(1-isopropyl-2-methyl-1H-imidazol-5-yl)pyrimidine (Example 21; 330 mg) was stirred in MeOH (5 ml) at room temperature and 7N ammonia in MeOH (1.6 ml) was added. After 28 hours, the reaction was evaporated under reduced pressure. Chromatography on silica gel using MeOH:DCM (4:96 to 5:95), yielded the title compound as a yellow solid. (108 mg 36%). NMR: 1.39 (d, 6H), 2.46 (s, 3H), 3.05 (b s, 4H), 3.48 (b s, 2H), 3.61 (b s, 2H), 4.12 (d, 2H), 4.57 (t, 1H), 5.69 (septuplet, 1H), 6.92 (d, 2H), 6.95 (d, 1H), 7.38 (s, 1H), 7.47 (d, 2H), 8.31 (d, 1H), 9.15 (s, 1H); m/z 436.

Aufarbeitung

  1. customthe reaction was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7a3c34f467ef486aac1c149bd7c1d186
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07655652B2

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