methyl 1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylate

Base Information

Chemical Name:methyl 1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylate
CAS No.:1542711-68-1
Molecular Formula:C₂₆H₂₆N₄O₂
Molecular Weight:426.518
Hs Code.:

Synonyms:methyl 1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylate

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Chemical Property of methyl 1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylate

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Technology Process of methyl 1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylate

There total 5 articles about methyl 1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylate 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: 93.0%

: 1454256-90-6
N-benzyl-2-chloro-5,6,7,8-tetrahydroquinazolin-4-amine

: 34058-51-0
methyl 2-methyl-1H-indole-4-carboxylate

: 1542711-68-1
methyl 1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos; In 1,4-dioxane; at 100 ℃; Inert atmosphere;
DOI:10.1021/acs.jmedchem.9b00144

Reference yield:

: 412048-77-2
1‐(benzenesulfonyl)‐4‐bromo‐1H‐indole

: 1542711-68-1
methyl 1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -45 °C

1.2: 1 h / -45 - 20 °C

2.1: sodium hydroxide; water / methanol / 6 h / 50 °C

3.1: 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate / 90 °C / Sealed tube

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; caesium carbonate / 1,4-dioxane / 12 h / 100 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-bis-(diphenylphosphino)propane; water; palladium diacetate; caesium carbonate; triethylamine; sodium hydroxide; lithium diisopropyl amide; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol;

Reference yield:

: 1232861-11-8
4-bromo-2-methyl-1-(phenylsulfonyl)-1H-indole

: 1542711-68-1
methyl 1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide; water / methanol / 6 h / 50 °C

2: 1,3-bis-(diphenylphosphino)propane; triethylamine; palladium diacetate / 90 °C / Sealed tube

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; caesium carbonate / 1,4-dioxane / 12 h / 100 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1,3-bis-(diphenylphosphino)propane; water; palladium diacetate; caesium carbonate; triethylamine; sodium hydroxide; XPhos; In 1,4-dioxane; methanol;