Methyl 3-isoquinolinecarboxylate Chemical Properties

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)

Appearance

Off-white to light yellow Solid

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 Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29334900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Methyl 3-isoquinolinecarboxylate Usage And Synthesis

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

Methyl 3-isoquinolinecarboxylate(27104-73-0)Related Product Information

• Methyl acrylate
• Methyl formate
• Methyl acetate
• 1,2,3,4-TETRAHYDROISOQUINOLINE
• Isoquinoline
• Kresoxim-methyl
• RESMETHRIN
• Methylparaben
• Methyl benzoate
• Basic Violet 1
• ETHYL ISOQUINOLINE-3-CARBOXYLATE
• Paraquat dichloride
• Methyl anthranilate
• Acetonitrile
• 3-Methylisoquinoline
• Methanol
• Ethyl isoquinoline-1-carboxylate
• ISOQUINOLINE-8-CARBOXYLIC ACID