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Chemical Structure| 6937-03-7 Chemical Structure| 6937-03-7
Chemical Structure| 6937-03-7

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CAS No.: 6937-03-7

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Product Details of Methyl 2-aminoisonicotinate

CAS No. :6937-03-7
Formula : C7H8N2O2
M.W : 152.15
SMILES Code : C1=C(N=CC=C1C(OC)=O)N
MDL No. :MFCD04039316
InChI Key :SVWWNEYBEFASMP-UHFFFAOYSA-N
Pubchem ID :236984

Safety of Methyl 2-aminoisonicotinate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P305+P351+P338

Application In Synthesis of Methyl 2-aminoisonicotinate

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 6937-03-7 ]
  • Downstream synthetic route of [ 6937-03-7 ]

[ 6937-03-7 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 6937-03-7 ]
  • [ 67-63-0 ]
  • [ 42182-25-2 ]
References: [1] Patent: US2012/244120, 2012, A1, .
  • 2
  • [ 6937-03-7 ]
  • [ 917-54-4 ]
  • [ 42182-25-2 ]
YieldReaction ConditionsOperation in experiment
20% at -78 - 0℃; for 3.66667 h; Inert atmosphere To a stirred solution of methyl-2-aminopyridine-4-carboxylate (35) (1.00 g, 6.57 mmol) in THF (100 mL), at ?78° C. under nitrogen, was added methyllithium (1.6 M in diethyl ether, 16.4 mL, 26.3 mmol), over 10 min. After a further 30 min at ?78° C., the viscous reaction mixture was warmed to 0° C. After a further 3 hr, the reaction was quenched at 0° C. by the cautious addition of iso-propanol (8.0 mL). The mixture was warmed to RT, brine (200 mL) and EtOAc (150 mL) were added, and the layers were separated. The aqueous layer was extracted with EtOAc (3×100 mL), and the combined organic extracts were dried and the solvents removed in vacuo. The crude residue was purified by column chromatography (SiO2, 80 g, 0-8percent MeOH in EtOAc, gradient elution) to give 1-(2-aminopyridin-4-yl)ethanone (36) (176 mg, 20percent) as a yellow powder: m/z 137 (M+H)+ (ES+).
References: [1] Journal of Medicinal Chemistry, 2016, vol. 59, # 5, p. 1727 - 1746.
[2] Patent: US2016/45512, 2016, A1, . Location in patent: Paragraph 0525; 0526.
 

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