6-[bis(tert-butoxycarbonyl)aMino]-4-aMinopyriMidine

Base Information

• Chemical Name: 6-[bis(tert-butoxycarbonyl)aMino]-4-aMinopyriMidine
• CAS No.: 1364663-35-3
• Molecular Formula: C14H22N4O4
• Molecular Weight: 310.353
• Hs Code.: 29335990
• Mol file: 1364663-35-3.mol

Synonyms:6-[bis(tert-butoxycarbonyl)aMino]-4-aMinopyriMidine;(6-AMinopyriMidin-4-yl)-N-(tert-butoxycarbonyl)carbaMic acid tert-butyl ester;di-tert-butyl (6-aMinopyriMidin-4-yl)carbaMate;tert-Butyl (6-aMinopyriMidin-4-yl)(tert-butyl)carbaMate;tert-Butyl N-(6-aminopyrimidin-4-yl)-N-tert-butoxycarbonyl-carbamate

Chemical Property of 6-[bis(tert-butoxycarbonyl)aMino]-4-aMinopyriMidine

Chemical Property:

• Boiling Point: 436.2±55.0 °C(Predicted)
• PKA: 4.23±0.10(Predicted)
• PSA: 107.64000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 3.31660

Purity/Quality:

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

Di-tert-butyl (6-aminopyrimidin-4-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-[bis(tert-butoxycarbonyl)aMino]-4-aMinopyriMidine

There total 3 articles about 6-[bis(tert-butoxycarbonyl)aMino]-4-aMinopyriMidine 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: 95.0%

(6-azidopyrimidin-4-yl)-bis-carbamic acid tert-butyl ester (1365992-75-1) → 6-amino-(pyrimidin-4-yl)-bis-carbamic acid tert-butyl ester (1364663-35-3)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In industrial methylated spirits; ethyl acetate; at 20 ℃; for 18h;

Reference yield:

tert-butyl N-tert-butoxycarbonyl-N-(6-chloropyrimidin-4-yl)carbamate (354112-08-6) → 6-amino-(pyrimidin-4-yl)-bis-carbamic acid tert-butyl ester (1364663-35-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide / 4 h / 70 °C

2: hydrogen / 5%-palladium/activated carbon / ethyl acetate; industrial methylated spirits / 18 h / 20 °C

With sodium azide; hydrogen; 5%-palladium/activated carbon; In industrial methylated spirits; ethyl acetate;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 6-amino-(pyrimidin-4-yl)-bis-carbamic acid tert-butyl ester (1364663-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap / tetrahydrofuran / 6 h / 20 °C

2: sodium azide / N,N-dimethyl-formamide / 4 h / 70 °C

3: palladium on activated charcoal / ethyl acetate; industrial methylated spirits / 18 h / 20 °C / Inert atmosphere

With dmap; sodium azide; palladium on activated charcoal; In tetrahydrofuran; industrial methylated spirits; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl N-tert-butoxycarbonyl-N-(6-chloropyrimidin-4-yl)carbamate

(6-azidopyrimidin-4-yl)-bis-carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

{6-[2-(2,6-dichlorophenyl)-7-methyl-2H-pyrazolo[4,3-c]pyridin-4-ylamino]-pyrimidin-4-yl}-carbamic acid tert-butyl ester

{6-[2-(2,6-dichlorophenyl)-7-methyl-2H-pyrazolo[4,3-c]pyridin-4-ylamino]-pyrimidin-4-yl}-bis-carbamic acid tert-butyl ester

{6-[7-chloro-2-(2,6-dichloro-4-cyanophenyl)-2H-pyrazolo[4,3-c]pyridin-4-ylamino]-pyrimidin-4-yl}-bis-carbamic acid tert-butyl ester

C₂₆H₂₅ClF₂N₆O₄S

Refernces

• 1、 -. "PYRAZOLOPYRIDINES AND PYRAZOLOPYRIDINES AND THEIR USE AS TYK2 INHIBITORS". . . Retrieved 2012/06/01.