METHYL 1,2,3,4-TETRAHYDROISOQUINOLINE-6-CARBOXYLATE

Base Information

• Chemical Name: METHYL 1,2,3,4-TETRAHYDROISOQUINOLINE-6-CARBOXYLATE
• CAS No.: 185057-00-5
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.23
• Hs Code.: 2933499090
• Mol file: 185057-00-5.mol

Synonyms:1,2,3,4-Tetrahydroisoquinoline-6-carboxylicacid methyl ester;Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate;

Chemical Property of METHYL 1,2,3,4-TETRAHYDROISOQUINOLINE-6-CARBOXYLATE

Chemical Property:

• Boiling Point: 330.2 °C at 760 mmHg
• PKA: 8.74±0.20(Predicted)
• Flash Point: 153.5 °C
• PSA: 38.33000
• Density: 1.123 g/cm³
• LogP: 1.44770
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

1,2,3,4-Tetrahydro-isoquinoline-6-carboxylicacidmethylester 97% ^*data from reagent suppliers

Safty Information:

• Statements: 25-36/37/38
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 1,2,3,4-TETRAHYDROISOQUINOLINE-6-CARBOXYLATE

There total 6 articles about METHYL 1,2,3,4-TETRAHYDROISOQUINOLINE-6-CARBOXYLATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

isoquinoline-6-carboxylic acid methyl ester (173089-82-2) → methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate (185057-00-5)

Guidance literature:

With platinum(IV) oxide; hydrogen; acetic acid; In methanol; at 20 ℃; for 6h;

DOI:10.1016/j.ejmech.2018.12.065

Reference yield:

6-bromo-isoquinoline (34784-05-9) → methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate (185057-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; palladium diacetate; sodium acetate / N,N-dimethyl-formamide / 15 h / 100 °C / 2250.23 Torr / Autoclave

2: platinum(IV) oxide; acetic acid; hydrogen / methanol / 3 h / 40 °C / Inert atmosphere

With platinum(IV) oxide; hydrogen; sodium acetate; palladium diacetate; acetic acid; triphenylphosphine; In methanol; N,N-dimethyl-formamide;

Reference yield:

isoquinoline-6-carbonitrile (106778-42-1) → methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate (185057-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide; water / ethanol / 12 h / Reflux

1.2: 4 h / Reflux

2.1: acetic acid; platinum(IV) oxide; hydrogen / methanol / 6 h / 20 °C

With platinum(IV) oxide; water; hydrogen; acetic acid; potassium hydroxide; In methanol; ethanol;

DOI:10.1016/j.ejmech.2018.12.065

upstream raw materials:

6-bromo-isoquinoline

isoquinoline-6-carboxylic acid methyl ester

isoquinoline-6-carbonitrile

isoquinoline-6-carboxylic acid

Downstream raw materials:

2-(1-Phenyl-ethyl)-1,2,3,4-tetrahydro-isoquinoline-6-carboxylic acid

Refernces

• 1、 -. "Azacyclic derivative as well as preparation method and medical use thereof". . . Retrieved 2019/02/04.
• 2、 -. "PYRROLOPYRIMIDINE COMPOUNDS USED AS TLR7 AGONIST". . . Retrieved 2017/07/29.