tert-Butyl 4-(2-(dimethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)cyclohexyl(methyl)carbamate

Base Information

• Chemical Name: tert-Butyl 4-(2-(dimethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)cyclohexyl(methyl)carbamate
• CAS No.: 1365155-94-7
• Molecular Formula: C₂₁H₃₅N₅O₂
• Molecular Weight: 389.541
• Mol file: 1365155-94-7.mol

Synonyms:tert-Butyl 4-(2-(dimethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)cyclohexyl(methyl)carbamate

Chemical Property of tert-Butyl 4-(2-(dimethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)cyclohexyl(methyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl 4-(2-(dimethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)cyclohexyl(methyl)carbamate

There total 11 articles about tert-Butyl 4-(2-(dimethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)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: 29.0%

di-tert-butyl dicarbonate (24424-99-5) + 6-(4-(Benzyl(methyl)amino)cyclohexyl)-N,N-dimethyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2-amine (1365155-89-0) → tert-Butyl 4-(2-(dimethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)cyclohexyl(methyl)carbamate (1365155-94-7)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In ethanol; for 2h; Inert atmosphere;

Reference yield:

tert-butyl 2-(methylsulfonyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (259809-79-5) → tert-Butyl 4-(2-(dimethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)cyclohexyl(methyl)carbamate (1365155-94-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 1 h / 130 °C / Microwave irradiation

2.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

2.2: Amberlyst A-21

3.1: acetic acid / methanol / 2 h / 20 °C

3.2: 16 h / 20 °C

4.1: hydrogen / palladium(II) hydroxide / ethanol / 2 h / Inert atmosphere

With hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium(II) hydroxide; acetic acid; In 1-methyl-pyrrolidin-2-one; methanol; ethanol; dichloromethane;

Reference yield:

4-(N-benzyl-N-methylamino)cyclohexanone → tert-Butyl 4-(2-(dimethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)cyclohexyl(methyl)carbamate (1365155-94-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / methanol / 2 h / 20 °C

1.2: 16 h / 20 °C

2.1: hydrogen / palladium(II) hydroxide / ethanol / 2 h / Inert atmosphere

With hydrogen; palladium(II) hydroxide; acetic acid; In methanol; ethanol;

upstream raw materials:

t-butyl-2-(methylthio)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-carboxylate

tert-butyl 2-(methylsulfonyl)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate

cyclohexanedione monoethylene ketal

di-tert-butyl dicarbonate

Downstream raw materials:

N,N-dimethyl-6-(4-(methylamino)cyclohexyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2-amine