Nicotinic acid methyl ester

Methyl nicotinate Nicotinic acid, methyl ester (8) 3-Pyr1d1necarboxylic acid, methyl ester (9) (93-60-7)... 

Nicotinic acid methyl ester Sd (roasted)" Nicotinic acid Sd " "... 

Nicotine-N -oxide Cured Lf smoke Nicotinic acid, 6-hydroxy P1NT562 Nicotinic acid, methyl ester Lf, Rt, St, Bk,... 

Thus, heating methyl 2-aminonicotinate under reflux for 16 hours with methyl isocyanate in pyridine gave a 76% yield of 3-methylpyrido[2,3-rf]pyrimidine-2,4(l//,3/f)-dione (R1 = H R2 = Me), whereas the method using ethanolic aqueous potassium hydroxide as catalyst88 could not be repeated.83 The cyclization of 2-(arylamino)nicotinic acid methyl esters with various alkyl isocyanates requires 6 days at reflux in xylene with camphorsulfonic acid as catalyst.91,92... 

Synonyms 3-(Carbomethoxy) pyridine 3-(Methoxycarbonyl) pyridine m-(Methoxycarbonyl) pyridine Methyl 3-pyridinecarboxylate Nicometh Nicotinic acid, methyl ester 3-Pyridinecarboxylic acid, methyl ester Definition Ester of methyl alcohol and nicotinic acid... 

Nicotinic acid, methyl ester. See Methyl nicotinate... 

Picolinic acid methyl ester, L Nicotinic acid methyl ester, L Isonicotinic acid methyl ester, L... 

As aforementioned, some natural products have the bipyridine unit in their structure. Therefore, we also tried to make an intermediate which could be utilized for the preparation of the natural products. Scheme 3.10 shows two examples. 2,3-Bipyridine (sla) was prepared by the coupling reaction of P6 with 5-bromo-nicotinic acid methyl ester in the presence of Pd(PPh3)4 in THF at refluxing temperature affording the coupling product in 64% isolated yield (route A, Scheme 3.10). Under similar conditions, 2,2 -bipyridine (sib) was achieved in moderate yield (65%) by Pd(0)-catalyzed cross-coupling reaction of PI (route B, Scheme 3.10). As depicted in Scheme 3.10, further manipulation of sla and sib would result in the formation of many natural products. 

Trigonelline (N-methylnicotinic acid) is present in green coffee up to 0.6% and is 50% decomposed during roasting. The degradation products include nicotinic acid, pyridine, 3-methyl pyridine, nicotinic acid methyl ester, and a number of other compounds. 

Nicotine Nicotine, l-methyl-2-(3-piridyl)pirrolidine (13.1.27), is an alkaloid that is isolated from the plant Nicotiana (Nicotiana tabacum, Nicotiam rustica, and others) and can be synthesized in varions ways [33-36]. In particular, it is proposed to proceed from nicotinic acid ethyl ester, which is condensed with iV-methylpyrrolidone, giving l-methyl-2-nicotinoyl pyrrolidone-2 (13.1.23). Acidic hydrolysis of this compound leads to an opening of the pyrrolidine ring giving the intermediate (13.1.24), which under the reaction conditions is decarboxylated to the /-aminoketone (13.1.25). The carbonyl group is reduced to an alcohol and the resnlting prodnct (13.1.26) undergoes dehydration to nicotine (13.1.27). 

SYNS ARECAIDINE METHYL ESTER ARECOLINE BASE METHYL-1,2,5,6-TETRA-HYDRO-l-METHYL-NICOTINATE N-METHYL-A-TETRAHYDRONICOTIN-IC ACID METHYL ESTER N-METHYLTETRAHYDRO-PYRIDINE-P-CARBO-XYLIC ACID METHYL ESTER 1,2,5,6-TETRA-HYDRO-l-METHYLNICOTINIC ACID, METHYL ESTER... 

Pyka and Sliwiok separated six esters of nicotinic acids methyl nicotinate, ethyl nicotinate, isopropyl nicotinate, butyl nicotinate, hexyl nicotinate, and benzyl nicotinate by adsorption HPLC on a LiChrospher Si 60 column. The mixtures containing benzene and methanol in volume proportions (O-i-lO, 1h-9, 2h-8, 3h-7, 4-1-6, and 5-1-5) were used as the mobile phases. The (min) values of esters investigated have been correlated with the dipole moments (/imph) of the mobile phases apphed, with numerical values of one topological index from among those based on the distance matrix (A, W, °7J, B) or the... 

N.25) 3-Pyridinecarboxylic acid, methyl ester, methyl pyridine-3-carboxylate, 3-methoxycarbonylpyridine, methyl nicotinate [93-60-7] FEMA 3709... 

Pyridinecarboxylic acid, methyl ester methyl nicotinate V-3, XVII.B-2 ... 

Reduction of pyridinecarboxylic acid methyl esters with a large excess of sodium borohydride in methanol is reported to give the corresponding alcohol. Thus, using a twentyfold excess of hydride, nicotinic acid gave high yields of 3-hydroxymethylpyridine. Similar reductions of unsaturated pyridinecarboxylic acid esters such as X-124 gave predominantly the saturated alcohols pC-125). 

For more specific analysis, chromatographic methods have been developed. Using reverse-phase columns and uv detection, hplc methods have been appHed to the analysis of nicotinic acid and nicotinamide in biological fluids such as blood and urine and in foods such as coffee and meat. Derivatization techniques have also been employed to improve sensitivity (55). For example, the reaction of nicotinic amide with DCCI (AT-dicyclohexyl-0-methoxycoumarin-4-yl)methyl isourea to yield the fluorescent coumarin ester has been reported (56). After separation on a reversed-phase column, detection limits of 10 pmol for nicotinic acid have been reported (57). 

The coordination modes found in Ni11 complexes with 2-(diphenylphosphino)nicotinic acid and its methyl ester and 2-(diphenylphosphino)benzoic acid and its methyl ester are surprising.696 The complex with the benzoic acid derivative shows the expected P,0 coordination with a six-membered chelate ring (252), while the nicotinic acid analogue forms a four-membered chelate ring with P,N binding (251). 

In view of the biological importance of nicotinic acid, it was decided to prepare a quaternary salt from the acid or ester and bromofluoroethane. S Carbethoxy- N-2-fluoroethylpyridinium bromide (XIX) was therefore prepared and examined. The l.d. 50 for subcutaneous injection into mice was 200 mg. /kg., i.e. it was relatively non-toxic compared with methyl fluoroacetate. 

Hydroxycynnclidine (14.1.17) is synthesized from the methyl ester of wo-nicotinic acid, which is reacted with the ethyl ester of bromoacetic acid to give the piridinium salt (14.1.14). This is rednced by hydrogen nsing a platinnm catalyst, giving 1-carbethoxymethyl-... 

TRANSESTERIFICATION OF METHYL ESTERS OF AROMATIC AND o,p-UNSATURATED ACIDS WITH BULKY ALCOHOLS (-)-MENTHYL CINNAMATE AND (-)-MENTHYL NICOTINATE... 

TRANSESTERIFICATION OF METHYL ESTERS OF AROMATIC AND a,B-UNSATURATED ACIDS WITH BULKY ALCOHOLS (-)-NENTHYL CINNAHATE AND (-)-MENTHYL NICOTINATE (2-Propeno1c acid, 3-pheity1, 5-BethyI-2-(l- ethyIethyl)cyclohevl ester, [lR-(la,2B.Sa)-) and... 

Carboxylic acid iV-hydroxy-succinimide ester iV-Methyl-nicotinic acid iV-hydroxysuccinimide ester [21] Phenolic OH LC-ESP/MS/ MS... 

Carboxylic acid /V-hydroxysuccinimidc ester, e.g., iV-methyl-nicotinic acid /V-hydroxysuccinimide ester [21]... 

The methyl ester of nicotinic acid is selectively reduced to the 1,2-dihydropyridine 166 in a vast improvement over previous methods (Equation 87) <20010L201>. Low temperatures and choice of pyridinium-activating agent are crucial to avoid 1,4-dihydropyridine formation. A modification of Fowler s dihydropyridine synthesis was used to prepare the iV-acyldihydropyridine 167 (Equation 88) <20060L2961>. 

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