2-(6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Base Information

Chemical Name:2-(6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
CAS No.:1450754-44-5
Molecular Formula:C₂₆H₂₈ClN₉O₂S
Molecular Weight:566.086
Hs Code.:

Synonyms:2-(6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

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Chemical Property of 2-(6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

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Technology Process of 2-(6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

There total 13 articles about 2-(6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-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: 62.0%

: 910297-59-5
2-({6-[(2-aminoethyl)amino]-2-methylpyrimidin-4-yl}amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

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

: 1450754-44-5
2-(6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Guidance literature:: With benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere; Darkness;
DOI:10.1002/anie.201300683

Reference yield:

: 834888-63-0
N-(4-methoxybenzyl)-2-chloro-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide

: 1450754-44-5
2-(6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / tetrahydrofuran / Inert atmosphere

2: trifluorormethanesulfonic acid; trifluoroacetic acid / Inert atmosphere

3: 6 h / 120 °C / Inert atmosphere

4: benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere; Darkness

With trifluorormethanesulfonic acid; sodium hydride; benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/anie.201300683

Reference yield:

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

: 1450754-44-5
2-(6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethylamino)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

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: benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere; Darkness

With 1H-imidazole; ammonia; iodine; benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine; triphenylphosphine; sodium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201300683