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

Base Information

Chemical Name:1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylic acid
CAS No.:1542706-36-4
Molecular Formula:C₂₅H₂₄N₄O₂
Molecular Weight:412.491
Hs Code.:

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

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

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

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

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

: 1542706-36-4
1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; at 80 ℃; for 7h;
DOI:10.1021/acs.jmedchem.9b00144

Reference yield:

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

: 1542706-36-4
1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

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

2: lithium hydroxide; water / methanol; tetrahydrofuran / 3 h / Reflux

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; caesium carbonate; lithium hydroxide; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol;

Reference yield:

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

: 1542706-36-4
1-(4-(benzylamino)-5,6,7,8-tetrahydroquinazolin-2-yl)-2-methyl-1H-indole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 5 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

5.1: lithium hydroxide; water / methanol; tetrahydrofuran / 3 h / Reflux

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