2- Benzylamino-4-methyl

Benzylamino)methyl-l,2,3,4-tetrahydroquinoxaline (189) and diethyl oxalate gave 2-benzyM,4a,5,6-tetrahydro-l//-pyrido[l,2-fl]quinoxaline-l,2(3//)-dione (190) (neat reactants, 95°C, 20 h 46%). ... 

Methyl 2-(benzylamino)methyl-3-hydroxybutanoate Butanoic acid, 3-hydroxy-2-[[(phenylmethyl)amino]methyl]-, methyl ester (R, R )- (118559-03-8) ... 

B. Methyl 2-(benzylamino)methyl-3-hydroxybutanoate. A dried, 2-L, onenecked, round-bottomed flask, equipped with a magnetic stirring bar, is charged with 68.7 g (0.53 mol) of methyl 3-hydroxy-2-methylenebutanoate and 800 mL of anhydrous methanol. After the addition of 57.7 mL (0.53 mol) of benzylamine (Note 1), the mixture is stirred at room temperature for 48 hr (Note 3). The methanol is removed under reduced pressure to leave 125.6 g (100%) of the amino ester as a clear oil, essentially pure by 1H NMR analysis (Note 4). 

FuQnoten f s. S. 954 hOCT" [Aldehyd Amin = 1 1] 1. Benzol azeotrope Entfemung von H20 2. Na[BHj/CH3OH Rucltfl., 3 h 4-( Benzylamino-methyl)-i -hydroxymethyl-cyclohexan 92 6... 

Benzylamino-acetyl)- 213 2-(Benzylamino-methyl)- 228 1-Benzylidenamino- 229 l-Benzylthio-2-phenylazo- 666... 

Methyl 2-(benzylamino)methyl-3-hydroxybutanoate Butanoic acid, 3-hydroxy-... 

In addition to alcohols, some other nucleophiles such as amines and carbon nucleophiles can be used to trap the acylpalladium intermediates. The o-viny-lidene-/j-lactam 30 is prepared by the carbonylation of the 4-benzylamino-2-alkynyl methyl carbonate derivative 29[16]. The reaction proceeds using TMPP, a cyclic phosphite, as a ligand. When the amino group is protected as the p-toluenesulfonamide, the reaction proceeds in the presence of potassium carbonate, and the f>-alkynyl-/J-lactam 31 is obtained by the isomerization of the allenyl (vinylidene) group to the less strained alkyne. 

Pteridine-2,7-dione, 4-benzylamino-6-methyl-synthesis, 3, 294 Pteridine-4,7-dione, 6-methyl-bromination, 3, 302... 

Pteridin-2-one, 4-benzylamino-6,7-diphenyl-synthesis, 3, 300 Pteridin-2-one, 4-methyl-structure, 3, 272... 

I, 4- and 3,4-Dihydroquinazolines are tautomeric but any attempts to prepare the former w ithout a 1-substituent have led to the latter. The greater stability to proto tropic change of 1,2-dihydronaphthalene over 1,4-dihydronaphthalene is also found in 3,4-dihydroquinazoline. Earlier claims to the preparation of l,4-dihydroquinazolines ° were erroneous and based on incomplete experimental data. The first 1,4-dihydroquinazoline was prepared as recently as 1961. 1-Methyl and l-benzyl-l,4-dihydroquinazolines were obtained from o-methylamino-and o-benzylamino-benzylamines (42) by formylation and ring closure. Attempts to remove the benzyl group gave 3,4-dihydroquinazoline. These 1,4-dihydro compounds are susceptible to oxidation, and attempts made to prepare 1,2-dimethyl-1,4-dihydroquinazoline from o-... 

A stirred solution of methyl 2-(benzylamino)benzoate (12.6 g, 52 mmol) and pyridine (4.2 g, 53 mmol) in Et20 (500 inL) was slowly treated with bromoacetyl bromide (10.6 g, 52.5 mmol). Stirring was continued for 2 h, the precipitated pyridinium bromide was filtered off and the filtrate was evaporated under reduced pressure. The resulting syrupy methyl 2-[benzyl(bromoacetyl)aimno]benzoate was dissolved in MeOH (1 L) and the solution was saturated with NH, at 20 C and left for 8 h. The solution was evaporated in vacuo and the residue was crystallized (CH2C12/Et20) yield ll.Og (79%) mp 189-190 C. 

S,5S,r5)-Cydohexane-2-spiro-4-(1-benzylamino-2-dimethylamlnocarbonylethyl)-5-methyl-l,3-dioxolanc (2) Typical Procedure20 ... 

Benzylamino-3-methyl-butanoP L-2-Benzylamino-3-phenyl-propanol2 2-Athylamino-athanol4 2-Athylamino-4-methylthio-butanol5... 

Methyl-2-phenyl-4-athoxycarbonyl-l,5-dihydro-l,3-oxazol wird je nach Menge Li-thiumalanat entweder selektiv zum Alkohol reduziert oder man erhalt unter Ringspaltung 2-Benzylamino-3-hydroxy-butandiol-(1,3) (s. S. 347). 

Methylamino- 130 2-Methylamino-2-phenyl- 165 2-(N-Methyl-benzylamino)- 436 2-(N-Methyl-cyclohexylamino)-... 

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