6H-Pyrrolo[3,4-b]pyridine-6-carboxylic acid, octahydro-, 1,1-diMethylethyl ester

Base Information

• Chemical Name: 6H-Pyrrolo[3,4-b]pyridine-6-carboxylic acid, octahydro-, 1,1-diMethylethyl ester
• CAS No.: 186203-81-6
• Molecular Formula: C12H22N2O2
• Molecular Weight: 226.31500
• Hs Code.: 2933990090
• Mol file: 186203-81-6.mol

Synonyms:

Chemical Property of 6H-Pyrrolo[3,4-b]pyridine-6-carboxylic acid, octahydro-, 1,1-diMethylethyl ester

Chemical Property:

• Boiling Point: 313.8±15.0 °C(Predicted)
• PKA: 10.85±0.20(Predicted)
• PSA: 41.57000
• Density: 1.052±0.06 g/cm3(Predicted)
• LogP: 1.87200
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butylhexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6H-Pyrrolo[3,4-b]pyridine-6-carboxylic acid, octahydro-, 1,1-diMethylethyl ester

There total 4 articles about 6H-Pyrrolo[3,4-b]pyridine-6-carboxylic acid, octahydro-, 1,1-diMethylethyl ester 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: 65.0%

tert-butyl 5H-pyrrolo[3,4-b]pyridine-6(7H)-carboxylate (1059172-92-7) → tert-butyl hexahydro-1H-pyrrolo[3.4-b]pyridine-6(2H)-carboxylate (186203-81-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In 2-methoxy-ethanol; at 70 ℃; for 6h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl hexahydro-1H-pyrrolo[3.4-b]pyridine-6(2H)-carboxylate (186203-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: hydrogen; palladium 10% on activated carbon / 2-methoxy-ethanol / 6 h / 70 °C

With palladium 10% on activated carbon; hydrogen; triethylamine; In dichloromethane; 2-methoxy-ethanol;

Reference yield:

6,7-dihydro-5H-pyrrolo[3,4-b]pyridine (147739-88-6) → tert-butyl hexahydro-1H-pyrrolo[3.4-b]pyridine-6(2H)-carboxylate (186203-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: hydrogen; palladium 10% on activated carbon / 2-methoxy-ethanol / 6 h / 70 °C

With palladium 10% on activated carbon; hydrogen; triethylamine; In dichloromethane; 2-methoxy-ethanol;

upstream raw materials:

di-tert-butyl dicarbonate

tert-butyl 5H-pyrrolo[3,4-b]pyridine-6(7H)-carboxylate

6,7-dihydro-5H-pyrrolo[3,4-b]pyridine

Downstream raw materials:

tert-butyl 1-(3-((4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)propyl)hexahydro-1H-pyrrolo[3,4-b] pyridine-6(2H)-carboxylate

N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-(octahydro-1H-pyrrolo[3,4-b]pyridin-1-yl)propoxy)quinazolin-4-amine

N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(3-(6-methyloctahydro-1H-pyrrolo[3,4-b]pyridin-1-yl)propoxy)quinazolin-4-amine

Refernces

• 1、 -. "AMINOQUINAZOLINE DERIVATIVES AND THEIR SALTS AND METHODS OF USE". . . Retrieved 2013/06/05.