N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-4-(2,4-dimethoxybenzyl-amino)-6-(3-hydroxyprop-1-ynyl)quinazoline-8-carboxamide

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Chemical Name:N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-4-(2,4-dimethoxybenzyl-amino)-6-(3-hydroxyprop-1-ynyl)quinazoline-8-carboxamide
CAS No.:1269421-85-3
Molecular Formula:C₃₀H₂₉F₂N₅O₆S
Molecular Weight:625.653
Hs Code.:

Synonyms:N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-4-(2,4-dimethoxybenzyl-amino)-6-(3-hydroxyprop-1-ynyl)quinazoline-8-carboxamide

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Chemical Property of N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-4-(2,4-dimethoxybenzyl-amino)-6-(3-hydroxyprop-1-ynyl)quinazoline-8-carboxamide

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Technology Process of N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-4-(2,4-dimethoxybenzyl-amino)-6-(3-hydroxyprop-1-ynyl)quinazoline-8-carboxamide

There total 11 articles about N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-4-(2,4-dimethoxybenzyl-amino)-6-(3-hydroxyprop-1-ynyl)quinazoline-8-carboxamide 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: 22.0%

: 1103234-57-6
N-(3-amino-2,4-difluorophenyl)propane-1-sulfonamide

: 1269421-83-1
4-(2,4-dimethoxybenzylamino)-6-(3-hydroxyprop-1-ynyl)quinazoline-8-carboxylic acid

: 1269421-85-3
N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-4-(2,4-dimethoxybenzyl-amino)-6-(3-hydroxyprop-1-ynyl)quinazoline-8-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

: 907574-30-5
2-amino-5-iodoisophthalic acid

: 1269421-85-3
N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-4-(2,4-dimethoxybenzyl-amino)-6-(3-hydroxyprop-1-ynyl)quinazoline-8-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 0.25 h / 170 - 185 °C

2.1: sulfuric acid / 32 h / Reflux

3.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h

3.2: 48 h / 20 °C

4.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

5.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 4 h / 65 °C

5.2: pH 5 / Acidic conditions

6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C

With lithium hydroxide monohydrate; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 83141-10-0
2,6-difluoro-3-nitrobenzoic acid

: 1269421-85-3
N-(2,6-difluoro-3-(propylsulfonamido)phenyl)-4-(2,4-dimethoxybenzyl-amino)-6-(3-hydroxyprop-1-ynyl)quinazoline-8-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: methanol / 2 h / Cooling with water bath

2.1: hydrogen / palladium 10% on activated carbon / ethanol / Inert atmosphere

3.1: triethylamine / dichloromethane / 1 h / 20 °C / Cooling with water bath

4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 20 °C

5.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran / 5 h / 20 - 80 °C

5.2: 15 h / 80 °C

6.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 16 h / 20 °C

With methanol; diphenyl phosphoryl azide; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 5.2: Curtius Rearrangement;