N²-[cis-4-(aminomethyl)cyclohexyl]-N⁴,N⁴-dimethylquinazoline-2,4-diamine

Base Information

• Chemical Name: N²-[cis-4-(aminomethyl)cyclohexyl]-N⁴,N⁴-dimethylquinazoline-2,4-diamine
• CAS No.: 509142-63-6
• Molecular Formula: C₁₇H₂₅N₅
• Molecular Weight: 299.419
• Mol file: 509142-63-6.mol

Synonyms:N²-[cis-4-(aminomethyl)cyclohexyl]-N⁴,N⁴-dimethylquinazoline-2,4-diamine

Chemical Property of N²-[cis-4-(aminomethyl)cyclohexyl]-N⁴,N⁴-dimethylquinazoline-2,4-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N²-[cis-4-(aminomethyl)cyclohexyl]-N⁴,N⁴-dimethylquinazoline-2,4-diamine

There total 11 articles about N²-[cis-4-(aminomethyl)cyclohexyl]-N⁴,N⁴-dimethylquinazoline-2,4-diamine 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:

benzyl [(cis-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate (509142-56-7) → N2-[cis-4-(aminomethyl)cyclohexyl]-N4,N4-dimethylquinazoline-2,4-diamine (509142-63-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 50 ℃; for 60h;

DOI:10.1016/j.bmc.2005.12.052

Reference yield:

cis-(4-aminomethyl-cyclohexyl)-carbamic acid tert-butyl ester (509143-00-4) → N2-[cis-4-(aminomethyl)cyclohexyl]-N4,N4-dimethylquinazoline-2,4-diamine (509142-63-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 25.3 g / triethylamine / CH₂Cl₂ / 16 h / 20 °C

2: 95 percent / hydrogen chloride / ethyl acetate / 3 h / 20 °C

3: 84 percent / propan-2-ol / 168 h / Heating

4: hydrogen / Pd-C / methanol / 60 h / 50 °C

With hydrogenchloride; hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; isopropyl alcohol;

DOI:10.1016/j.bmc.2005.12.052

Reference yield:

cis-4-(tert-butoxycarbonylamino)cyclohexanecarboxylic acid methyl ester (364385-64-8) → N2-[cis-4-(aminomethyl)cyclohexyl]-N4,N4-dimethylquinazoline-2,4-diamine (509142-63-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 301 g / lithium aluminum hydride / diethyl ether / 2 h / 20 °C

2: 27.5 g / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran; toluene / 60 h / 20 °C

3: hydrazine hydrate / ethanol / 2.25 h / Heating

4: 25.3 g / triethylamine / CH₂Cl₂ / 16 h / 20 °C

5: 95 percent / hydrogen chloride / ethyl acetate / 3 h / 20 °C

6: 84 percent / propan-2-ol / 168 h / Heating

7: hydrogen / Pd-C / methanol / 60 h / 50 °C

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen; hydrazine hydrate; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ethyl acetate; isopropyl alcohol; toluene;

DOI:10.1016/j.bmc.2005.12.052

upstream raw materials:

benzyl [(cis-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate

cis-(4-aminomethyl-cyclohexyl)-carbamic acid tert-butyl ester

cis-4-(tert-butoxycarbonylamino)cyclohexanecarboxylic acid methyl ester

cis-(4-amino-cyclohexylmethyl)-carbamic acid benzyl ester

Downstream raw materials:

N-[4-(4-dimethylamino-quinazolin-2-ylamino)-cyclohexylmethyl]-2-(2-trifluoromethoxy-phenyl)-acetamide