| Identification | More | [Name]
Methyl 6-methylnicotinate | [CAS]
5470-70-2 | [Synonyms]
3-PYRIDINECARBOXYLIC ACID, 6-METHYL-, METHYL ESTER
5-CARBOMETHOXY-2-PICOLINE
6-METHYLNICOTINIC ACID METHYL ESTER
6-METHYL PYRIDINE-3-CARBOXYLIC ACID METHYL ESTER
LABOTEST-BB LT00847843
METHYL 6-METHYLNICOTINATE
METHYL 6-METHYLPYRIDINE-3-CARBOXYLATE
Methyl-6-methylnictinate
Methyl6-methylnicotinate,97+%
Methyl 6-methylnicotinate 97%
3-Pyridinecarboxylicacid,6-methyl-,methylester(9CI)
Methyl 2-methylpyridine-5-carboxylate | [EINECS(EC#)]
1308068-626-2 | [Molecular Formula]
C8H9NO2 | [MDL Number]
MFCD00006340 | [Molecular Weight]
151.16 | [MOL File]
5470-70-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Brown Solid | [Melting point ]
34-37 °C (lit.) | [Boiling point ]
160 °C/106 mmHg (lit.) | [density ]
1.2023 (rough estimate) | [refractive index ]
1.5810 (estimate) | [Fp ]
218 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
Liquid | [pka]
3.92±0.10(Predicted) | [color ]
Clear colorless to slightly yellow | [BRN ]
122940 | [Stability:]
N/A | [InChI]
InChI=1S/C8H9NO2/c1-6-3-4-7(5-9-6)8(10)11-2/h3-5H,1-2H3 | [InChIKey]
VYPPZXZHYDSBSJ-UHFFFAOYSA-N | [SMILES]
C1=NC(C)=CC=C1C(OC)=O | [CAS DataBase Reference]
5470-70-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
Brown Solid | [Synthesis Reference(s)]
Journal of the American Chemical Society, 97, p. 4409, 1975 DOI: 10.1021/ja00848a053 | [Synthesis]
To a stirred solution of 6-methylpyridine-3-carboxylic acid (40 g; 290 mmol; 1 equiv.) in methanol (0.75 L) was slowly added concentrated sulfuric acid (40 mL), and the reaction mixture was heated to reflux and held for 17 hours. Upon completion of the reaction, the mixture was concentrated to dryness under reduced pressure. Subsequently, the pH of the residue was adjusted to 7 with ice-cold saturated aqueous NaHCO3 and solid NaHCO3. The aqueous layer was extracted with ethyl acetate (3 x 500 mL), the organic layers were combined, washed with saturated brine, dried with anhydrous sodium sulfate, and the solvent was removed by filtration and under reduced pressure to give methyl 6-methylnicotinate (33 g, 75% yield) as an off-white solid. The product was confirmed by 1H NMR (CDCl3): δ 9.06 (s, 1H), 8.13 (dd, 1H, J = 2,8Hz), 7.20 (d, 1H, J = 8Hz), 3.89 (s, 3H), 2.58 (s, 3H).LCMS analysis showed: m/z = 152.4 [M + H]+, retention time RT = 2.36 min (using program P1, column W). | [References]
[1] Patent: WO2015/95128, 2015, A1. Location in patent: Paragraph 0152; 0153; 0154
[2] Journal of Organic Chemistry, 1981, vol. 46, # 15, p. 3040 - 3048
[3] Journal of Medicinal Chemistry, 2002, vol. 45, # 23, p. 5005 - 5022
[4] Patent: WO2010/48010, 2010, A1. Location in patent: Page/Page column 35-36
[5] Patent: WO2013/128421, 2013, A1. Location in patent: Page/Page column 80 |
|
|