1-Benzoyl-1-methylamino

Chemical Name N-(4-([(2,4-Diamino-6-pteridinyl)methyl] methylamino] -benzoyl] -L-glutamic acid... 

CN 3-[[[[3-(acetylmethylamino)-2,4,6-triiodo-5-[(methylamino)carbonyl]benzoyl]amino]acetyl]amino]-5-[[(2-hydroxyethyl)amino]carbonyl]-2,4,6-triiodobenzoic acid... 

Methotrexate Methotrexate, N- p-[[2,4-diamino-6-piperidinyl)methyl]methylamino]-benzoyl]-L-( )-glutamic acid (30.1.1.8), is made by reacting A-(4-methylaminoben-zoyl)glutaminic acid (30.1.1.3) with 2-amino-4-hydroxyl-6-bromomethylpteridine... 

The triacyl compound (30) is obtained when an excess of benzoyl chloride is used in the acylation of 3-amino-5-methylamino-l,2,4-thiadiazole (29). However, when acetic anhydride is used no ring nitrogen acylated product is obtained <84CHEC-i(6)463>. Acetylation of 3-hydroxy-5-phenyl-1,2,4-thiadiazole (23) with acetic anhydride and dbu at room temperature gives a small amount of the N-2 compound (28) (Equation (6)) <85JHC1497>. 

Scheme I. Synthesis and polymerization of 3-nitro-4-(N-methylamino)benzoyl chloride.

Aus Methylamino-essigsaure-ethylester (Sarkosin-ethylester) bzw. 2-Methylamino-l-oxo-l-phenyl-ethan werden mit Dithiocarbonsaure-cyanimid-dimethylester 4-Amino-5-methoxycar-bonyl-l-methyl-2-methylthio-imidazol bzw. 4-Amino-5-benzoyl-l-methyl-2-methylthio-imidazol hergestellt303. 

Analog erhalt man aus 1-Benzoyl-l-methylamino-cyclopentan ohne Solvens in niedriger Ausbeute l-Methylamino-2-oxo-I-phenyl-cydohexan (20%)3 ... 

The 1,5-benzodiazepine 40 on irradiation in benzene under oxygen undergoes oxidative ring contraction to 2-benzoyl-3-methyl-quinoxaline.42 Similarly, photolysis of 7-chloro-2-methylamino-5-phenyl-3//-l,4-benzodiazepine-4-oxide (41) in benzene yields the N-benzoylquinoxaline 42. Related ring contractions of diazepines to reduced quinoxalines have also been observed.43... 

Thorpe-Ziegler synthesis of 3-aminoindoles with additional functional groups was used as part of the synthesis of condensed indoles [e.g., azepines (94) were obtained from 3-amino-2-benzoylindoles (93) (91JHC379) (Scheme 24)]. In these cases the nature of the substituent R is important for a smooth reaction (Ac < Bz < 2-N02-benzoyl, but no reaction when R = H). With 2-chloro-3-(/V-bromoacetyl-/V-methylamino)pyridine and o-benzoylaminobenzonitriles (95), the condensed pyridodiazepinones 97 and 99 (95H753) were obtained via intermediates 96 and 3-aminoindoles intermediate (via 98) 3-aminoindoles followed by substitution of the 2-chloro substituent by the resulting 3-amino group (Scheme 25). 

Acylation of 3-amino-5-methylamino-l,2,4-thiadiazole (28) with benzoyl chloride (or arenesulfonyl chlorides) introduces one acyl group when one equivalent is employed, and three when a large excess is used to produce (29) and (30), respectively (Scheme 16). With acetic anhydride, however, acylation terminates with the formation of the 3-monoacyl derivative (65AHC(5)ll9). For the mechanism of acylation, see Scheme 3. In the case of 3,5-diarylamino-l,2,4-thiadiazoles, no triacyl derivative is obtained even when excess of acylating agent is employed. Acetyl and benzoyl chlorides give monoacyl derivatives and p-toluenesulfonyl chloride forms 3,5-di(p-toIuenesulfonyl) derivatives (65AHC(5)119). 

Katashima, M., Yamamoto, K., Tokuma, Y., Hata, T., Sawada, Y., and Iga, T., Pharmacokinetic and pharmacodynamic study of a new nonsteroidal 5 alpha-reductase inhibitor, 4-[3-[3-[Bis (4-isobutylphenyl)methylamino]benzoyl]-lH-indol-l-yl]-butyric acid, in rats, Journal of Pharmacoloqy and Experimental Therapeutics, Vol. 284, No. 3, 1998, pp. 914-920. 

Methyl 6-chloro-2-pyrazinecarboxylate Methyl 5-chloro-2-pyrazinecarboxylate 1-oxide Methyl 6-chloro-2-pyrazinecarboxylate 4-oxide Methyl 6-chloro-3-thioxo-3,4-dihydro-2-pyrazinecarboxylate Methyl 3-cyano-5,6-diphenyl-2-pyrazinecarboximidate Methyl 3-cyano-2-pyrazinecarboxylate Methyl 5-cyano-2-pyrazinecarboxylate Methyl 3- (IV-cyclopropyl-lV-methylamino)-2-pyrazinecarboxylate Methyl 3,5-diamino-6-benzoyl-2-pyrazinecarboxylate Methyl 3,5-diamino-6-bromo-2-pyrazinecarboxylate Methyl 3,5-diamino-6-chloro-2-pyrazinecarboxylate Methyl 3,5-diamino-6-(l-hydroxyethyl)-2-pyrazinecarboxylate Methyl 3,5-diamino-6-iodo-2-pyrazinecarboxylate Methyl 3,5-diamino-2-pyrazinecarboxylate Methyl 3,6-dibromo-2-pyrazinecarboxylate... 

Azumaya et al. reported an interesting example of retention of the molecular chirality when the chiral crystal of l,2-bis(Af-benzoyl-Af-methylamino)benzene 65 was dissolved in a cold solution (Fig. 6) [37]. Furthermore, Tissot et al. reported a fine example of the formation of optically active complex 67 ( 100%, ee in 93% yield) using axially chiral ligand 66 (Scheme 32) prepared by chira ... 

PTERIDINYL)METHYL)METHYLAMINO)BENZOYL) GLUTAMIC ACID see MDV500... 

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