1-(2-hydroxyethyl)piperazine
2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
dasatanib
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In acetonitrile at 30 - 80℃; | 97% |
In propan-1-ol at 115 - 120℃; Temperature; | 93% |
With copper(l) chloride In N,N-dimethyl-formamide at 65℃; for 2h; Temperature; Reagent/catalyst; | 91.6% |
N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-acetoxyethyl)-1-piperazinyl]-2-methyl- 4-pyrimidinyl]amino]-5-thiazolecarboxamide
dasatanib
Conditions | Yield |
---|---|
With potassium carbonate In methanol; water at 60 - 65℃; for 3h; Solvent; Reagent/catalyst; | 96.4% |
Stage #1: N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-acetoxyethyl)-1-piperazinyl]-2-methyl- 4-pyrimidinyl]amino]-5-thiazolecarboxamide With water; sodium hydroxide at 50℃; for 2h; Stage #2: With hydrogenchloride In water at 20 - 25℃; pH=4; | 88.7% |
Stage #1: N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-acetoxyethyl)-1-piperazinyl]-2-methyl- 4-pyrimidinyl]amino]-5-thiazolecarboxamide With water; sodium hydroxide at 50℃; for 2h; Stage #2: With hydrogenchloride In water at 20 - 25℃; pH=4; | 88.7% |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 65℃; for 4h; Temperature; Cooling with ice; | 95.3% |
1-(2-hydroxyethyl)piperazine
2,4-dichloro-2-methylpyrimidine
2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
dasatanib
Conditions | Yield |
---|---|
Stage #1: 1-(2-hydroxyethyl)piperazine; 2,4-dichloro-2-methylpyrimidine With potassium phosphate; 1-butyl-3-methylimidazolium aminoethanic acid salt at 80℃; for 1.5h; Stage #2: 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide at 20 - 80℃; for 2h; Reagent/catalyst; | 92.27% |
Stage #1: 1-(2-hydroxyethyl)piperazine; 2,4-dichloro-2-methylpyrimidine With potassium phosphate; 1-butyl-3-methylimidazolium aminoethanic acid salt In N,N-dimethyl acetamide at 80℃; for 2h; Stage #2: 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide In N,N-dimethyl acetamide at 80℃; for 3h; Solvent; | 89.31% |
Stage #1: 1-(2-hydroxyethyl)piperazine; 2,4-dichloro-2-methylpyrimidine With copper(l) iodide; dimethylaminoacetic acid; O4P(3-)*O4P(3-)*3K(1+) In N,N-dimethyl-formamide at 20℃; for 0.666667h; Stage #2: 2-amino-N-(2-chloro-6-methylphenyl)-1.3-thiazole-5-carboxamide at 120℃; for 6h; Inert atmosphere; | 88.41% |
1-(2-hydroxyethyl)piperazine
2-(6-bromo-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-formamide
dasatanib
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In butan-1-ol for 7h; Solvent; Time; Reflux; | 87.9% |
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol for 5h; Product distribution / selectivity; Reflux; | 73.6% |
2-(4-(6-chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol
2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
dasatanib
Conditions | Yield |
---|---|
In 1,4-dioxane at 75℃; for 3h; Concentration; | 83.2% |
With potassium carbonate; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl at 100 - 110℃; for 20h; |
C29H30ClN7O3S
dasatanib
Conditions | Yield |
---|---|
Stage #1: C29H30ClN7O3S With water; sodium hydroxide at 50℃; for 2h; Stage #2: With hydrogenchloride In water at 20 - 25℃; pH=4; | 82.5% |
Stage #1: C29H30ClN7O3S With water; sodium hydroxide at 50℃; for 2h; Stage #2: With hydrogenchloride In water at 20 - 25℃; pH=4; | 82.5% |
C29H32ClN7O2S
dasatanib
Conditions | Yield |
---|---|
Stage #1: C29H32ClN7O2S With boron trichloride In dichloromethane at -15 - 20℃; Stage #2: With water In dichloromethane Cooling with ice; | 82.2% |
With boron trichloride In dichloromethane at -15 - 20℃; | 82.2% |
1-(2-hydroxyethyl)piperazine
dasatanib
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one at 65 - 100℃; for 1h; Inert atmosphere; | 82% |
2-(6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-formic acid
2-chloro-6-methylaniline
dasatanib
Conditions | Yield |
---|---|
With O-phenyl phosphorodichloridate; triethylamine In dichloromethane at 0 - 20℃; Product distribution / selectivity; Inert atmosphere; | 80.9% |
With O-phenyl phosphorodichloridate; triethylamine In dichloromethane at 0 - 20℃; Reagent/catalyst; Inert atmosphere; | 80.9% |
C24H30ClN7O2S2
dasatanib
Conditions | Yield |
---|---|
Stage #1: C24H30ClN7O2S2 With boron trichloride In dichloromethane at -15 - 20℃; Stage #2: With water In dichloromethane Cooling with ice; | 80.7% |
With boron trichloride In dichloromethane at -15 - 20℃; | 80.7% |
C30H34ClN7O3S
dasatanib
Conditions | Yield |
---|---|
Stage #1: C30H34ClN7O3S With boron trichloride In dichloromethane at -15 - 20℃; Stage #2: With water In dichloromethane Cooling with ice; | 77.3% |
With boron trichloride In dichloromethane at -15 - 20℃; | 77.3% |
C26H34ClN7O3S
dasatanib
Conditions | Yield |
---|---|
Stage #1: C26H34ClN7O3S With boron trichloride In dichloromethane at -15 - 20℃; Stage #2: With water In dichloromethane Cooling with ice; | 72.5% |
With boron trichloride In dichloromethane at -15 - 20℃; | 72.5% |
C24H30ClN7O3S
dasatanib
Conditions | Yield |
---|---|
Stage #1: C24H30ClN7O3S With boron trichloride In dichloromethane at -15 - 20℃; Stage #2: With water In dichloromethane Cooling with ice; | 70.6% |
With boron trichloride In dichloromethane at -15 - 20℃; | 70.6% |
N-(2-chloro-6-methylphenyl)-2-((2-methyl-6-(piperazin-1-yl)pyrimidin 4-yl)amino)thiazole-5-carboxamide
2-bromoethanol
dasatanib
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 110℃; for 16h; | 36% |
methyl 2-(6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-formate
2-chloro-6-methylaniline
dasatanib
Conditions | Yield |
---|---|
With O-phenyl phosphorodichloridate; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 32% |
With O-phenyl phosphorodichloridate; triethylamine In dichloromethane at 0 - 20℃; Reagent/catalyst; Inert atmosphere; | 32% |
2-chloro-6-methylphenyl isocyanate
dasatanib
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 - -75 °C 1.2: 86 percent / tetrahydrofuran; hexane / 2 h / -78 °C 2.1: NaH / dimethylformamide / 0.5 h 2.2: 95 percent / Bu4NI / dimethylformamide / 16 h / 20 °C 3.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 3.2: 83 percent / tetrahydrofuran / 4 h / Heating 4.1: 99 percent / CF3CO2H; CF3SO3H / CH2Cl2 / 3 h / 20 °C 5.1: i-Pr2NEt / dioxane / 12 h / Heating View Scheme | |
Multi-step reaction with 5 steps 1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C 1.2: 86 percent / tetrahydrofuran; hexane / 2 h / -78 °C 2.1: NaH / dimethylformamide / 0.5 h / 20 °C 2.2: 95 percent / tetrabutylammonium iodide / dimethylformamide / 16 h / 20 °C 3.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 3.2: 83 percent / tetrahydrofuran / 4 h / Heating 4.1: 99 percent / TFA; triflic acid / CH2Cl2 / 3 h / 20 °C 5.1: diisopropylethylamine / dioxane / 12 h / Heating View Scheme |
2-chloro-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
dasatanib
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: NaH / dimethylformamide / 0.5 h 1.2: 95 percent / Bu4NI / dimethylformamide / 16 h / 20 °C 2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 2.2: 83 percent / tetrahydrofuran / 4 h / Heating 3.1: 99 percent / CF3CO2H; CF3SO3H / CH2Cl2 / 3 h / 20 °C 4.1: i-Pr2NEt / dioxane / 12 h / Heating View Scheme | |
Multi-step reaction with 4 steps 1.1: NaH / dimethylformamide / 0.5 h / 20 °C 1.2: 95 percent / tetrabutylammonium iodide / dimethylformamide / 16 h / 20 °C 2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 2.2: 83 percent / tetrahydrofuran / 4 h / Heating 3.1: 99 percent / TFA; triflic acid / CH2Cl2 / 3 h / 20 °C 4.1: diisopropylethylamine / dioxane / 12 h / Heating View Scheme |
N-(4-methoxybenzyl)-2-chloro-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
dasatanib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 1.2: 83 percent / tetrahydrofuran / 4 h / Heating 2.1: 99 percent / CF3CO2H; CF3SO3H / CH2Cl2 / 3 h / 20 °C 3.1: i-Pr2NEt / dioxane / 12 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C 1.2: 83 percent / tetrahydrofuran / 4 h / Heating 2.1: 99 percent / TFA; triflic acid / CH2Cl2 / 3 h / 20 °C 3.1: diisopropylethylamine / dioxane / 12 h / Heating View Scheme |
N-(4-methoxybenzyl)-2-(6-chloro-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5-carboxamide
dasatanib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 99 percent / CF3CO2H; CF3SO3H / CH2Cl2 / 3 h / 20 °C 2: i-Pr2NEt / dioxane / 12 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 99 percent / TFA; triflic acid / CH2Cl2 / 3 h / 20 °C 2: diisopropylethylamine / dioxane / 12 h / Heating View Scheme |
dasatanib
Conditions | Yield |
---|---|
In ethanol; water at 0 - 80℃; for 5h; Product distribution / selectivity; |
dasatinib monohydrate
dasatanib
Conditions | Yield |
---|---|
In propan-1-ol; water at 0 - 5℃; for 1h; Product distribution / selectivity; Heating / reflux; | |
In water; isopropyl alcohol at 0 - 5℃; for 1h; Product distribution / selectivity; Heating / reflux; |
dasatanib
Conditions | Yield |
---|---|
In water; N,N-dimethyl-formamide at 20 - 100℃; |
1-(2-hydroxyethyl)piperazine
dasatanib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 8 h / Reflux 2: triethylamine; O-phenyl phosphorodichloridate / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: dichloromethane / 2.5 h / 30 °C 2.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / Reflux 2.2: 0.17 h 2.3: 1 h / 10 - 15 °C 3.1: triethylamine; O-phenyl phosphorodichloridate / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 8 h / Reflux 2.1: water; lithium hydroxide / water / 3 h / 50 °C 2.2: 20 °C / pH 6 - 6.5 3.1: triethylamine; O-phenyl phosphorodichloridate / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme |
2,4-dichloro-2-methylpyrimidine
dasatanib
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: dichloromethane / 2.5 h / 30 °C 2.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / Reflux 2.2: 0.17 h 2.3: 1 h / 10 - 15 °C 3.1: triethylamine; O-phenyl phosphorodichloridate / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: dichloromethane / 2.5 h / 30 °C 2.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / Reflux 2.2: 0.17 h 2.3: 1 h / 10 - 15 °C 3.1: water; lithium hydroxide / water / 3 h / 50 °C 3.2: 20 °C / pH 6 - 6.5 4.1: triethylamine; O-phenyl phosphorodichloridate / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 4 steps 1.1: dichloromethane / 2.5 h / 30 °C 2.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / Reflux 2.2: 0.17 h 2.3: 1 h / 10 - 15 °C 3.1: sodium hydroxide; water / 20 °C 3.2: pH 6 - 6.5 4.1: triethylamine; O-phenyl phosphorodichloridate / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme |
2-(6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-formyl chloride
2-chloro-6-methylaniline
dasatanib
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 10 - 30℃; Product distribution / selectivity; | |
Stage #1: 2-(6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-formyl chloride; 2-chloro-6-methylaniline In acetonitrile at 10 - 15℃; Stage #2: With N-ethyl-N,N-diisopropylamine In acetonitrile at 30℃; | 13.7 g |
2-(6-(4-(2-benzoyloxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)thiazole-5-formic acid
2-chloro-6-methylaniline
dasatanib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triethylamine; O-phenyl phosphorodichloridate / dichloromethane / 0 - 20 °C / Inert atmosphere 2.1: sodium hydroxide; water / 2 h / 50 °C 2.2: 20 - 25 °C / pH 4 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C 2.1: sodium hydroxide; water / 2 h / 50 °C 2.2: 20 - 25 °C / pH 4 View Scheme |
2-(4-(6-chloro-2-methylpyrimidin-4-yl)piperazin-1-yl)ethanol
dasatanib
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / Reflux 1.2: 0.17 h 1.3: 1 h / 10 - 15 °C 2.1: triethylamine; O-phenyl phosphorodichloridate / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / Reflux 1.2: 0.17 h 1.3: 1 h / 10 - 15 °C 2.1: water; lithium hydroxide / water / 3 h / 50 °C 2.2: 20 °C / pH 6 - 6.5 3.1: triethylamine; O-phenyl phosphorodichloridate / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 16 h / Reflux 1.2: 0.17 h 1.3: 1 h / 10 - 15 °C 2.1: sodium hydroxide; water / 20 °C 2.2: pH 6 - 6.5 3.1: triethylamine; O-phenyl phosphorodichloridate / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme |
dasatanib
Conditions | Yield |
---|---|
With dihydrogen peroxide In 1-methyl-pyrrolidin-2-one; water at 20℃; for 18h; | 100% |
With hydrogenchloride; dihydrogen peroxide In acetonitrile at 90℃; for 7h; Temperature; Sealed tube; | 80% |
With dihydrogen peroxide In 1-methyl-pyrrolidin-2-one at 40℃; |
dasatanib
Conditions | Yield |
---|---|
With hydrogen bromide In ethanol; water at 70℃; | 97.7% |
Conditions | Yield |
---|---|
In water at 50℃; | 97% |
dasatanib
dasatinib monohydrate
Conditions | Yield |
---|---|
With ethanol; water at 80℃; for 2h; Large scale; | 96.44% |
With water In ethanol at 75 - 80℃; | |
With water In ethanol at 0 - 80℃; for 5h; | |
With water In methanol Solvent; Heating; | 21 g |
dasatanib
Conditions | Yield |
---|---|
In methanol at 25 - 65℃; for 0.833333h; Time; | 95.6% |
methanesulfonic acid
dasatanib
Conditions | Yield |
---|---|
With hydrogen bromide In butanone at 60℃; | 93.7% |
tert-butyldimethylsilyl chloride
dasatanib
2-(6-(4-(2-(tert-butyldimethylsilyloxy)ethyl)piperazin-1-yl)-2-methylpyrimidin-4-ylamino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
Conditions | Yield |
---|---|
With triethylamine; dmap In N,N-dimethyl-formamide at 20℃; for 1.5h; | 93.4% |
cyclohexylsulfamic acid
dasatanib
Conditions | Yield |
---|---|
In methanol at 70℃; | 93.4% |
succinic acid anhydride
dasatanib
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 48h; Schlenk technique; | 93% |
With dmap In N,N-dimethyl-formamide at 50℃; for 18h; Inert atmosphere; | 90% |
With triethylamine In N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere; | 90% |
lauric acid
dasatanib
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 25h; Inert atmosphere; Cooling with ice; | 91% |
Conditions | Yield |
---|---|
In methanol; dimethyl sulfoxide at 80℃; for 12h; | 91% |
Conditions | Yield |
---|---|
In methanol; dimethyl sulfoxide at 80℃; for 12h; Solvent; Temperature; | 91% |
Conditions | Yield |
---|---|
With dmap In N,N-dimethyl-formamide at 100℃; for 10h; Temperature; | 90.4% |
1-decanoic acid
dasatanib
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 25h; Inert atmosphere; Cooling with ice; | 90.1% |
Octanoic acid
dasatanib
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 25h; Inert atmosphere; Cooling with ice; | 90% |
Conditions | Yield |
---|---|
In methanol at 50℃; | 90% |
n-tetradecanoic acid
dasatanib
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 25h; Inert atmosphere; Cooling with ice; | 88.6% |
phthalimide
dasatanib
Conditions | Yield |
---|---|
With diisopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; | 88% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 0.166667h; | 87.8% |
toluene-4-sulfonic acid
dasatanib
Conditions | Yield |
---|---|
In water; isopropyl alcohol at 70℃; Solvent; | 87.4% |
In ethanol at 65 - 70℃; for 4h; | |
In ethanol Heating / reflux; |
1-hexadecylcarboxylic acid
dasatanib
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 25h; Inert atmosphere; Cooling with ice; | 86.5% |
stearic acid
dasatanib
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 25℃; Inert atmosphere; Cooling with ice; | 86.3% |
acetic acid
dasatanib
N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-acetoxyethyl)-1-piperazinyl]-2-methyl- 4-pyrimidinyl]amino]-5-thiazolecarboxamide
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 25h; Inert atmosphere; Cooling with ice; | 86% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 3h; | 86% |
Arachidic acid
dasatanib
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 25℃; Inert atmosphere; Cooling with ice; | 85.3% |
dasatanib
Conditions | Yield |
---|---|
With hydrogen fluoride; antimony pentafluoride; sodium bromide at -20℃; | 84% |
The CAS register number of 5-Thiazolecarboxamide,N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]- is 302962-49-8. It also can be called as Dasatinib and the IUPAC name about this chemical is N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)piperazin-1-yl]-2-methylpyrimidin-4-yl]amino]-1,3-thiazole-5-carboxamide. The molecular formula about this chemical is C22H26ClN7O2S and the molecular weight is 488.01. It belongs to the following product categories, such as Intermediates & Fine Chemicals; Pharmaceuticals; Tyrosine Kinase Inhibitors; Pharmaceutical intermediate and so on. This chemical is used as a new, oral, small-molecule Tyrosine Kinase Inhibitor (TKI) for the treatment of CML and antineoplastic.
Physical properties about 5-Thiazolecarboxamide,N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]- are: (1)ACD/LogP: 0.14; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 11.084; (6)#H bond acceptors: 9; (7)#H bond donors: 3; (8)#Freely Rotating Bonds: 6; (9)Polar Surface Area: 134.75Å2; (10)Index of Refraction: 1.688; (11)Molar Refractivity: 132.039 cm3; (12)Molar Volume: 346.405 cm3; (13)Polarizability: 52.344x10-24cm3; (14)Surface Tension: 73.791 dyne/cm.
The 5-Thiazolecarboxamide,N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]- is a cancer drug produced by Bristol-Myers Squibb and sold under the trade name Sprycel. It is an oral dual BCR/ABL and Src family tyrosine kinases inhibitor approved for use in patients with chronic myelogenous leukemia (CML) after imatinib treatment and Philadelphia chromosome-positive acute lymphoblastic leukemia (Ph+ ALL). It is also being assessed for use in metastatic melanoma.
You can still convert the following datas into molecular structure:
(1)SMILES: Cc1cccc(c1NC(=O)c2cnc(s2)Nc3cc(nc(n3)C)N4CCN(CC4)CCO)Cl
(2)InChI: InChI=1/C22H26ClN7O2S/c1-14-4-3-5-16(23)20(14)28-21(32)17-13-24-22(33-17)27-18-12-19(26-15(2)25-18)30-8-6-29(7-9-30)10-11-31/h3-5,12-13,31H,6-11H2,1-2H3,(H,28,32)(H,24,25,26,27)
(3)InChIKey: ZBNZXTGUTAYRHI-UHFFFAOYAC
(4)Std. InChI: InChI=1S/C22H26ClN7O2S/c1-14-4-3-5-16(23)20(14)28-21(32)17-13-24-22(33-17)27-18-12-19(26-15(2)25-18)30-8-6-29(7-9-30)10-11-31/h3-5,12-13,31H,6-11H2,1-2H3,(H,28,32)(H,24,25,26,27)
(5)Std. InChIKey: ZBNZXTGUTAYRHI-UHFFFAOYSA-N
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