4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl}amino)-3-(trifluoromethoxy)benzoic acid

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Chemical Name:4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl}amino)-3-(trifluoromethoxy)benzoic acid
CAS No.:1323157-94-3
Molecular Formula:C₂₉H₂₇F₃N₆O₄
Molecular Weight:580.566
Hs Code.:

Synonyms:4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl}amino)-3-(trifluoromethoxy)benzoic acid

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Chemical Property of 4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl}amino)-3-(trifluoromethoxy)benzoic acid

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Technology Process of 4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl}amino)-3-(trifluoromethoxy)benzoic acid

There total 7 articles about 4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl}amino)-3-(trifluoromethoxy)benzoic 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: 100.0%

: 1323157-93-2
tert-butyl 4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl}amino)-3-(trifluoromethoxy)benzoate

: 1323157-94-3
4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl}amino)-3-(trifluoromethoxy)benzoic acid

Guidance literature:: With trifluoroacetic acid; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmcl.2011.05.122

Reference yield:

: 175278-22-5
4-amino-3-(trifluoromethoxy)benzoic acid

: 1323157-94-3
4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl}amino)-3-(trifluoromethoxy)benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride; water; sodium nitrite / 0.33 h / 0 °C

1.2: 3 h / 0 °C

2.1: dmap; di-tert-butyl dicarbonate / dichloromethane / 24 h / Reflux

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos / 1,4-dioxane / 8 h / 90 °C / Inert atmosphere

4.1: trifluoroacetic acid / N,N-dimethyl-formamide / 20 °C

With hydrogenchloride; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butyl dicarbonate; water; caesium carbonate; trifluoroacetic acid; sodium nitrite; XPhos; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 3.1: Buchwald-Hartwig coupling;
DOI:10.1016/j.bmcl.2011.05.122

Reference yield:

: 8-amino-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylic acid

: 1323157-94-3
4-({3-[(2,6-diethylphenyl)carbamoyl]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-8-yl}amino)-3-(trifluoromethoxy)benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos / 1,4-dioxane / 8 h / 90 °C / Inert atmosphere

3: trifluoroacetic acid / N,N-dimethyl-formamide / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; XPhos; In 1,4-dioxane; N,N-dimethyl-formamide; 2: Buchwald-Hartwig coupling;
DOI:10.1016/j.bmcl.2011.05.122