2-Methyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid

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2-Methyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid Basic information
Application
Product Name:2-Methyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid
Synonyms:AKOS BB-8836;CHEMBRDG-BB 4400181;2-methyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid(SALTDATA: HCl);3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-2-Methyl-;1,2,3,4-Tetrahydro-2-methyl-3-isoquinolinecarboxylic acid;2-Methyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrobromide≥ 95% (NMR);2-methyl-3,4-dihydro-1H-isoquinoline-3-carboxylic acid;2-Methyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid
CAS:54329-54-3
MF:C11H13NO2
MW:191.23
EINECS:
Product Categories:
Mol File:54329-54-3.mol
2-Methyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid Structure
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
pka2.22±0.20(Predicted)
InChIInChI=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)
InChIKeySKFOSDNQLGCEHM-UHFFFAOYSA-N
SMILESC1C2=C(C=CC=C2)CC(C(O)=O)N1C
Safety Information
Hazard Codes Xi
HazardClass IRRITANT
MSDS Information
2-Methyl-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid Usage And Synthesis
ApplicationDL-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 PropertiesWhite to off-white crystalline powder
Synthesis
H-DL-TIC-OH

67123-97-1

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

54329-54-3

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 Preparation Products And Raw materials
Raw materialsH-DL-Tic-OH-->Formic acid-->Water-->Hydrochloric acid-->Formaldehyde
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