TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE

Base Information

• Chemical Name: TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE
• CAS No.: 258515-65-0
• Molecular Formula: C14H18BrNO2
• Molecular Weight: 312.206
• Hs Code.: 2933499090
• Mol file: 258515-65-0.mol

Synonyms:2(1H)-Isoquinolinecarboxylic acid, 7-bromo-3,4-dihydro-, 1,1-dimethylethyl ester;

Chemical Property of TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 8.48E-06mmHg at 25°C
• Refractive Index: 1.559
• Boiling Point: 374.2 °C at 760 mmHg
• PKA: -1.55±0.20(Predicted)
• Flash Point: 180.1 °C
• PSA: 29.54000
• Density: 1.353 g/cm³
• LogP: 3.68020
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyl7-Bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-CARBOXYLATE

There total 9 articles about TERT-BUTYL 7-BROMO-3,4-DIHYDROISOQUINOLINE-2(1H)-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: 100.0%

7-bromo-1,2,3,4-tetrahydroisoquinoline (17680-55-6) + di-tert-butyl dicarbonate (24424-99-5) → 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylic acid tert-butyl ester (258515-65-0)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 20 ℃;

Reference yield: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + 7-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride (220247-73-4) → 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylic acid tert-butyl ester (258515-65-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 18h;

Reference yield: 79.3%

di-tert-butyl dicarbonate (24424-99-5) + ethyl 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate → 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylic acid tert-butyl ester (258515-65-0)

Guidance literature:

ethyl 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate; With potassium hydroxide; In methanol; for 36h; Reflux;

di-tert-butyl dicarbonate; With dmap; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2018.07.048

upstream raw materials:

di-tert-butyl dicarbonate

7-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride

7-bromo-1,2,3,4-tetrahydroisoquinoline

4-Bromophenylacetonitrile

Downstream raw materials:

7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

(R)-5-(2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-7-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

(R)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(1,2,3,4-tetrahydroisoquinoline-7-yl)pyridin-2-amine

7-[1,1-difluoro-2-(toluene-4-sulfonyloxy)-ethyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "MACROCYCLIC COMPOUND AND USE THEREOF". Paragraph 0193. . Retrieved 2020/07/05.
• 2、 -. "GPR40 receptor stimulant, and preparation method, pharmaceutical composition and application thereof". Paragraph 0163-0165; 0181-0183; 0185. . Retrieved 2019/10/15.