| Identification | More | [Name]
Methyl 3-isoquinolinecarboxylate | [CAS]
27104-73-0 | [Synonyms]
ISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER
METHYL 3-ISOQUINOLINECARBOXYLATE
METHYL ISOQUINOLINE-3-CARBOXYLATE
3-Isoquinolinecarboxylicacidmethylester
Methylisoquinoline-3-carboxylate,98%
3-Isoquinolinecarboxylic acid, methyl ester ,98% | [EINECS(EC#)]
626-565-9 | [Molecular Formula]
C11H9NO2 | [MDL Number]
MFCD00075138 | [Molecular Weight]
187.19 | [MOL File]
27104-73-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Cream powder | [Melting point ]
86-88 °C (lit.) | [Boiling point ]
321.94°C (rough estimate) | [density ]
1.1963 (rough estimate) | [refractive index ]
1.4900 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder | [pka]
2.58±0.30(Predicted) | [Detection Methods]
GC,NMR | [BRN ]
473630 | [InChI]
InChI=1S/C11H9NO2/c1-14-11(13)10-6-8-4-2-3-5-9(8)7-12-10/h2-7H,1H3 | [InChIKey]
ZBCGBIZQNMVMPC-UHFFFAOYSA-N | [SMILES]
C1C2=C(C=CC=C2)C=C(C(OC)=O)N=1 | [CAS DataBase Reference]
27104-73-0(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 .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29334900 |
| Hazard Information | Back Directory | [Chemical Properties]
Cream powder | [Uses]
Methyl 3-isoquinolinecarboxylate was used in the preparation of 3-acetylisoquinoline. | [Definition]
ChEBI: Methyl isoquinoline-3-carboxylate is a member of isoquinolines. | [Synthesis Reference(s)]
Journal of Medicinal Chemistry, 25, p. 1081, 1982 DOI: 10.1021/jm00351a015 | [Synthesis]
General procedure for the synthesis of methyl isoquinoline-3-carboxylate from methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate: In a 250 mL aubergine vial, (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (2) (4.23 g, 22.15 mmol) and N,N-dimethylformamide (50 mL) were added. Subsequently, potassium permanganate (2.97 g, 18.79 mmol) was added to the solution. After the reaction was carried out for 6 hours, ethanol (50 mL) was added and stirred for 30 minutes. After that, the solvent was removed and the residue was dissolved with methanol (30 mL). Finally, the residue was purified by column chromatography to give a colorless solid product (858 mg, 24.56% yield). | [References]
[1] RSC Advances, 2017, vol. 7, # 77, p. 48848 - 48852
[2] Journal of Agricultural and Food Chemistry, 2018, vol. 66, # 34, p. 8957 - 8965
[3] Patent: CN106986825, 2017, A. Location in patent: Paragraph 0023; 0031; 0032 |
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