N-(4-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide

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Chemical Name:N-(4-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide
CAS No.:1450754-47-8
Molecular Formula:C₂₈H₃₂N₁₀O₂S
Molecular Weight:572.694
Hs Code.:

Synonyms:N-(4-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide

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Chemical Property of N-(4-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide

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Technology Process of N-(4-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide

There total 12 articles about N-(4-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide 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: 52.0%

: 1170188-57-4,1450754-46-7
N-(4-(4-(2-aminoethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide

: 1450754-37-6
3-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)propanoic acid

: 1450754-47-8
N-(4-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide

Guidance literature:: N-(4-(4-(2-aminoethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide; 3-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)propanoic acid; With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;

With potassium carbonate; In methanol; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1002/anie.201300683

Reference yield:

: 1450754-40-1
1-hydroxy-3-ketohept-6-yne

: 1450754-47-8
N-(4-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: ammonia / 5 h / 35 - 40 °C / Inert atmosphere; Cooling with acetone-dry ice

1.2: 1 h / 35 °C / Inert atmosphere; Cooling with acetone-dry ice

1.3: Inert atmosphere

2.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 4 h / 0 °C / Inert atmosphere; Darkness

3.1: N,N-dimethyl-formamide / 10 h / 70 °C / Inert atmosphere

4.1: sodium hydroxide / methanol; water / 7 h / Inert atmosphere; Reflux

5.1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

5.2: 12 h / 20 °C / Inert atmosphere

With 1H-imidazole; ammonia; iodine; triethylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201300683

Reference yield:

: 1450754-41-2
2-(3-(but-3-yn-1-yl)-3H-diazirin-3-yl)ethan-1-ol

: 1450754-47-8
N-(4-(4-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-6-(3-methyl-1H-pyrazol-5-ylamino)pyrimidin-2-ylthio)phenyl)cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 4 h / 0 °C / Inert atmosphere; Darkness

2.1: N,N-dimethyl-formamide / 10 h / 70 °C / Inert atmosphere

3.1: sodium hydroxide / methanol; water / 7 h / Inert atmosphere; Reflux

4.1: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

4.2: 12 h / 20 °C / Inert atmosphere

With 1H-imidazole; iodine; triethylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201300683