Diisopropylethylamine → 4-Cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylic acid [2-(4,4-dimethyl-cyclohex-1-enyl)-4-(6-methoxy-pyridin-3-yl)-phenyl]-amide
Reaktionsgleichung
[CH3:1][C:2]1([CH3:23])[CH2:7][CH2:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]3[CH:15]=[N:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=3)[CH:11]=[CH:10][C:9]=2[NH2:22])=[CH:4][CH2:3]1.[K+].[C:25]([C:27]1[N:28]=[C:29]([C:40]([O-])=[O:41])[N:30]([CH2:32][O:33][CH2:34][CH2:35][Si:36]([CH3:39])([CH3:38])[CH3:37])[CH:31]=1)#[N:26].C1CN([P+](Br)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>>[CH3:1][C:2]1([CH3:23])[CH2:7][CH2:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]3[CH:15]=[N:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=3)[CH:11]=[CH:10][C:9]=2[NH:22][C:40]([C:29]2[N:30]([CH2:32][O:33][CH2:34][CH2:35][Si:36]([CH3:39])([CH3:38])[CH3:37])[CH:31]=[C:27]([C:25]#[N:26])[N:28]=2)=[O:41])=[CH:4][CH2:3]1Komponenten
5
Edukt 4
Produkt 1
Versuchsvorschrift
The title compound was prepared from 2-(4,4-dimethyl-cyclohex-1-enyl)4-(6-methoxy-pyridin-3-yl)-phenylamine (as prepared in the previous step, 16.4 mg, 0.0530 mmol), potassium 4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylate (as prepared in Example 11, step (d), 23 mg, 0.074 mmol), PyBroP (40 mg, 0.084 mmol) and DIEA (23 μL, 0.13 mmol) according to the procedure in Example 11, step (f) (20 mg, 68%). Mass spectrum (ESI, m/z): Calcd. for C31H39N5O3Si, 558.2 (M+H), found 558.3.
Quellen und Nachweise
- ORD-Eintrag
- ord-65cd7e613e7c44019e1b62c039fc6f62
- Quelldatensatz
- uspto-grants-2010_09
- Patentnummer
- US07790724B2
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