2-METHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID Chemical Properties

Boiling point:

343.0±42.0 °C(Predicted)

Density 

1.198±0.06 g/cm3 (20 ºC 760 Torr)

storage temp. 

Sealed in dry,Room Temperature

pka

2.22±0.20(Predicted)

InChI

InChI=1S/C11H13NO2/c1-12-7-9-5-3-2-4-8(9)6-10(12)11(13)14/h2-5,10H,6-7H2,1H3,(H,13,14)

InChIKey

SKFOSDNQLGCEHM-UHFFFAOYSA-N

SMILES

C1C2=C(C=CC=C2)CC(C(O)=O)N1C

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

2-METHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID Usage And Synthesis

Application

DL-2-methyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid can be used as an organic synthesis intermediate and a pharmaceutical intermediate, mainly in laboratory research and development processes and chemical production processes.

Chemical Properties

White to off-white crystalline powder

Synthesis

GENERAL STEPS: Preparation of Example 3 2-methyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 0.364 g (2.07 mmol) of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid was dissolved in 25 mL of formic acid. To this solution was added 2.5 mL of 37% formaldehyde solution. The resulting mixture was heated to reflux for about 17 hours. Upon completion of the reaction, the mixture was cooled and concentrated under reduced pressure to give a gummy substance. The gummy was dissolved in 3.0 mL of water and the pH was adjusted with hydrochloric acid to 2. Subsequently, purification was carried out using ion exchange chromatography (Dowex 50x-8, 100 mesh) to give 0.21 g of yellow powdery product in 53% yield. Product characterization data: 1H NMR (DMSO-d6): δ 2.56 (s, 3H), 3.01 (m, 2H), 3.48 (t, 1H), 3.9 (dd, 2H), 7.05 (m, 1H), 7.13 (m, 3H). MS (FD): m/e 192 (M+2).

References

[1] Patent: US5491166, 1996, A

2-METHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID(54329-54-3)Related Product Information

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