| Identification | Back Directory | [Name]
METHYL 2-AMINO-5-BROMO-4-PYRIDINECARBOXYLATE | [CAS]
882499-87-8 | [Synonyms]
METHYL 2-AMINO-5-BROMOISONICOTINATE
Methyltinate 2-amino-5-bromoisonico
Methyl 2-aMMino-5-broMoisonicotinate
METHYL-2-AMINO-5-BROMO-4-CARBOXYLATE
Methyl 2-amino-5-bromoisonicotinate 98%
METHYL 2-AMINO-5-BROMO-4-PYRIDINECARBOXYLATE
METHYL 2-AMINO-5-BROMOPYRIDINE-4-CARBOXYLATE
2-AMino-5-broMoisonicotinic acid Methyl ester
2-amino-5-bromo-3-methyl-4-pyridinecarboxylate
Methyl 2-amino-5-bromopyridine-4-carboxylate, 2-Amino
2-Amino-5-bromopyridine-4-carboxylic acid methyl ester
4-Pyridinecarboxylic acid, 2-aMino-5-broMo-, Methyl ester
METHYL 2-AMINO-5-BROMO-4-PYRIDINECARBOXYLATE ISO 9001：2015 REACH
Methyl 2-amino-5-bromopyridine-4-carboxylate, 2-Amino-5-bromo-4-(methoxycarbonyl)pyridine | [EINECS(EC#)]
663-515-5 | [Molecular Formula]
C7H7BrN2O2 | [MDL Number]
MFCD09027294 | [MOL File]
882499-87-8.mol | [Molecular Weight]
231.05 |
| Chemical Properties | Back Directory | [Boiling point ]
311.5±37.0 °C(Predicted) | [density ]
1.662±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
2.78±0.24(Predicted) | [Appearance]
Light yellow to yellow Solid | [InChI]
InChI=1S/C7H7BrN2O2/c1-12-7(11)4-2-6(9)10-3-5(4)8/h2-3H,1H3,(H2,9,10) | [InChIKey]
FJPDYKLTAURVRU-UHFFFAOYSA-N | [SMILES]
C1(N)=NC=C(Br)C(C(OC)=O)=C1 |
| Hazard Information | Back Directory | [Uses]
Methyl 2-amino-5-bromo-4-pyridinecarboxylate is a halogenated derivative of pyridinecarboxylate. It is a crucial compound that could be used as a pharmaceutical intermediate in pharmaceutical synthesis and scientific research.
| [Synthesis]
Step 15.1: Synthesis of methyl 2-amino-5-bromoisonicotinate. Methyl 2-aminoisonicotinate (5.58 g, 36.7 mmol) was dissolved in DMF (56 mL) and cooled to -18°C (using an ice/MeOH bath). At -18 °C, N-bromosuccinimide (NBS, 7.21 g, 38.5 mmol) was added to the reaction mixture in batches and stirred for 1 h at the same temperature. After completion of the reaction, the mixture was diluted with ethyl acetate (AcOEt, 500 mL) and washed with water (2 x 250 mL). The organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give the crude product methyl 2-amino-5-bromoisonicotinate (3.0 g, 13.0 mmol, 35% yield) as a yellow solid, which was used directly in the next reaction without further purification. Mass spectrometry (MS): m/z 231 [M + H]+; high performance liquid chromatography (HPLC): retention time (Rt) = 0.70 min. | [References]
[1] Patent: WO2007/113226, 2007, A1. Location in patent: Page/Page column 126-127
[2] Patent: US2006/84802, 2006, A1. Location in patent: Page/Page column 29 |
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