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

Base Information

• Chemical Name: benzyl [(cis-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate
• CAS No.: 509142-56-7
• Molecular Formula: C₂₅H₃₁N₅O₂
• Molecular Weight: 433.553
• Mol file: 509142-56-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about benzyl [(cis-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate 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: 84.0%

cis-(4-amino-cyclohexylmethyl)-carbamic acid benzyl ester (509142-55-6) + 2-chloro-N,N-dimethylquinazolin-4-amine (35691-16-8) → benzyl [(cis-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate (509142-56-7)

Guidance literature:

In isopropyl alcohol; for 168h; Heating;

DOI:10.1016/j.bmc.2005.12.052

Reference yield:

cis-(4-aminomethyl-cyclohexyl)-carbamic acid tert-butyl ester (509143-00-4) → benzyl [(cis-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate (509142-56-7)

Guidance literature:

Multi-step reaction with 3 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

With hydrogenchloride; triethylamine; In 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) → benzyl [(cis-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl)methyl]carbamate (509142-56-7)

Guidance literature:

Multi-step reaction with 6 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

With hydrogenchloride; lithium aluminium tetrahydride; hydrazine hydrate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; ethyl acetate; isopropyl alcohol; toluene;

DOI:10.1016/j.bmc.2005.12.052

upstream raw materials:

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

2-chloro-N,N-dimethylquinazolin-4-amine

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

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

Downstream raw materials:

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

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