N-methylated amine

Es konnen auch direkt rohe Isocyanate aus dem Curtius-Carbonsaureazid-Abbau eingesetzt werden1 Folgende N-Methyl-amine werden u.a. nach dieser Vorschrift erhalten ... 

Harnstoffe liefern entweder geminale Diamine (meist nur im Fall von cyclischen Verbindungenstabil), Formamidinebzw. unter AufspaltungdesMolekiils Formamide oder N-Methyl-amine. 

The 1,3,4-substituted benzene is reacted with an N,N-disubstituted-N -methyl-amine resulting in transfer of the methyl group to the 2-position of the aromatic ring, thereby creating a crowded 1,2,3,4-substituted aromatic [127]. No details on the nature of the substituents and the presence of a solvent are given, as the process is proprietary. The temperature in the micro reactor was set to 0 °C. 

FIGURE 2. Plot of experimental IPs for cyclic N-methyl amines ( ). Experimental ( ) and calculated ( ) IPs for open-chain methyldialkylamines having the same number of carbon atoms are also shown. Reproduced with permission from Reference 24... 

Aminocarbazoles are typical aromatic amines 3-aminocarbazoles, which are the most studied, form Schiff bases with aromatic aldehydes, and ketones. Use was made of such a benzaldehyde imine by methyla-tion with dimethyl sulfate and then by hydrolysis with acid to produce the mono-N-methylated amine. The dimethylated material was obtained via the trimethylammonium iodide, which gave 3-dimethylaminocarbazole on... 

Triisobutylaluminum-Bis(N-methylsalicylaldimine)nickel. Ni(mesal)2, m.p. 192 -202, is prepared by reaction of bis(salicylaldehyde)nickel(II) dihydrate with N-methyl-amine.1... 

SYNTHESIS To a well-stirred, ice cold solution of 5.0 g indole in 75 mL TBME, there was added a solution of 6.35 g oxalyl chloride in 25 mL CH2CI2. dropwise, over the course of 15 min. Stirring was continued for an additional 10 min, and the resulting solids were removed by filtration and washed with 15 mL cold TBME. This solid amide was, in turn, added portionwise over a period of 10 min to a well-stirred, ice cold solution of 15 mL N-buty 1-N-methyl amine in 100 mL CH2CI2. The clear, red solution that resulted was stirred for a few additional minutes, washed in sequence with H2O, % aqueous hydrochloric acid, and then H2O. Following... 

The target isomeric tadalafil molecule is shown in Scheme 8.2. Thus, D-tryptophan methyl ester reacted with piperonal 3 under Pictet-Spen-gler reaction condition (TFA/CH2Cl2/MeOH) to furnish two diastereo-mers 4 and 6 in 25% and 24% yields, respectively. Condensation of 4 or 6 with chloroacetyl chloride provided acylated intermediate 5 or 7 in almost quantitative yield. Subsequent cyclization of 5 with N-methyl amine in methanol at 50 °C for 16 h provided diastereomers tadalafil (1) in 54% yield. Compound 1 is in full accordance with the literature data [a]D ° = + 71.4 (c 1.00, CHCI3) lit. [o(]d ° = + 71.2 (c 1.00, CHCI3) [17,18]. Thus, under the elongated reaction time, 48 h, compound 8 was obtained from precursor 7 with decreased yield of 21%. 

MPO activity was higher in cultured roots of H. niger and H. albus than in shoots. Furthermore, H. niger MPO has greater affinity for N-methylated amines than for primary amines, being A-methylputrescine the best substrate [140], although MPO enzyme is able to oxidise a wide range of substrates [144-145]. 

Biological systems overcome the inherent unreactive character of 02 by means of metalloproteins (enzymes) that activate dioxygen for selective reaction with organic substrates. For example, the cytochrome P-450 proteins (thiolated protoporphyrin IX catalytic centers) facilitate the epoxidation of olefins, the demethylization of N-methyl amines (via formation of formaldehyde), the oxidative cleavage of a-diols to aldehydes and ketones, and the monooxygenation of aliphatic and aromatic hydrocarbons (RH).3... 

Reaction of the key intermediate methyl N-cyano-acetimidate 13 [22] with N-(6-chloro-pyridin-3-ylmethyl)amine (14, CPM-NH2) [23, 24, 25] in aqueous methanol leads to 15 (or by treatment of methyl N-cyano-acetimidate (16) [26] with 14), which is further N-methylated by dimethyl sulfate and inorganic base, giving 2 in an excellent yield. Alternatively, 2 can be synthesized in one step by the reaction of 16 with N-(6-chloro-pyridin-3-ylmethyl)-N-methyl-amine (9a, CPM-NHMe) [27,... 

Azanorbornenes undergo facile acid-catalyzed retro Diels-Alder reaction to primary amines [12] or N-methylated amines [13], However, retro Diels-Alder can be interrupted to get cyclopentenylmethyl amines by complexation of 2-azanorbornenes with 9-BBN (Scheme 12.2 Table 12.4) [14]. 

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