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CAS No.: | 1315478-13-7 |
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Name: | 2-(2-butyl-4-hydroxy-6-MethylpyriMidin-5-yl)-N,N-diMethylacetaMide |
Article Data: | 5 |
Molecular Structure: | |
Formula: | C13H21N3O2 |
Molecular Weight: | 251.329 |
Synonyms: | 2-Butyl-1,6-dihydro-N,N,4-trimethyl-6-oxo-5-pyrimidineacetamide; |
Density: | 1.11±0.1 g/cm3(Predicted) |
Boiling Point: | 385.0±44.0 °C(Predicted) |
PSA: | 66.32000 |
LogP: | 1.46390 |
2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)acetic acid
N,N-dimethylammonium chloride
(2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide)
Conditions | Yield |
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Stage #1: 2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)acetic acid With triethylamine In dichloromethane at 0℃; for 0.5h; Stage #2: N,N-dimethylammonium chloride With chloroformic acid ethyl ester In dichloromethane for 12h; Reflux; Stage #3: With sodium hydroxide In dichloromethane; water pH=9; | 93% |
With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; Inert atmosphere; | 86% |
2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)acetic acid
dimethyl amine
(2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide)
Conditions | Yield |
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Stage #1: 2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)acetic acid With 4-methyl-morpholine In N,N-dimethyl acetamide for 0.166667h; Stage #2: With 1,1'-carbonyldiimidazole In N,N-dimethyl acetamide at 20℃; for 1h; Stage #3: dimethyl amine In tetrahydrofuran; N,N-dimethyl acetamide at 20℃; for 0.5h; Solvent; Concentration; | 87.2% |
methyl 2-(N,N-dimethylaminocarbonylmethyl)acetoacetate
pentanamidine hydrochloride
(2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide)
Conditions | Yield |
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Stage #1: pentanamidine hydrochloride With sodium hydroxide In methanol for 0.5h; Cooling with ice; Stage #2: methyl 2-(N,N-dimethylaminocarbonylmethyl)acetoacetate In methanol at 30℃; for 10h; Cooling with ice; | 71.7% |
With ethanol; potassium hydroxide at 25℃; for 15h; | 70% |
ethyl 2-(N,N-dimethylaminocarbonylmethyl)acetoacetate
pentanamidine hydrochloride
(2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide)
Conditions | Yield |
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Stage #1: pentanamidine hydrochloride With sodium hydroxide In ethanol for 0.5h; Cooling with ice; Stage #2: ethyl 2-(N,N-dimethylaminocarbonylmethyl)acetoacetate In methanol at 30℃; for 10h; Cooling with ice; | 50.3% |
With ethanol; potassium hydroxide at 25℃; for 4h; | 47% |
pentanonitrile
(2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide)
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: hydrogenchloride / methanol / 9 h / 0 - 10 °C 1.2: 0 - 20 °C / pH 8.5 2.1: potassium hydroxide / methanol / 15 h / 20 °C 3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere View Scheme |
(2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide)
Conditions | Yield |
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With Lawessons reagent In toluene at 110℃; for 2h; Inert atmosphere; | 92% |
(2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide)
4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile
Conditions | Yield |
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Stage #1: (2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide) With lithium hydride In N,N-dimethyl-formamide; toluene at 20℃; for 1h; Inert atmosphere; Stage #2: 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile In N,N-dimethyl-formamide; toluene at 80 - 85℃; for 24h; Reagent/catalyst; | 83% |
(2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide)
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: lithium hydride / toluene; N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere 1.2: 24 h / 80 - 85 °C 2.1: zinc(II) chloride; sodium azide / N,N-dimethyl-formamide / 28 h / 80 - 130 °C / Inert atmosphere 2.2: 0 - 5 °C View Scheme |
(2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide)
Fimasartan
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: lithium hydride / toluene; N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere 1.2: 24 h / 80 - 85 °C 2.1: zinc(II) chloride; sodium azide / N,N-dimethyl-formamide / 28 h / 80 - 130 °C / Inert atmosphere 2.2: 0 - 5 °C 3.1: Lawessons reagent / toluene / 3 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: Lawessons reagent / toluene / 2 h / 110 °C / Inert atmosphere 2.1: lithium hydride / N,N-dimethyl-formamide; hexane / 1 h / 0 °C / Inert atmosphere 2.2: 24 h / 70 °C / Inert atmosphere 3.1: acetic acid / tetrahydrofuran; water / 2 h / Reflux View Scheme |
(2-(2-n-butyl-4-hydroxy-6-methyl-pyrimidin-5-yl)-N,N-dimethylacetamide)
2-n-butyl-5-(N,N-dimethylaminothioformylmethyl)-6-methyl-3-[[2'-(N-triphenylmethyl-5-tetrazolyl)biphenyl]-4-methyl]pyrimidin-4-one
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: Lawessons reagent / toluene / 2 h / 110 °C / Inert atmosphere 2.1: lithium hydride / N,N-dimethyl-formamide; hexane / 1 h / 0 °C / Inert atmosphere 2.2: 24 h / 70 °C / Inert atmosphere View Scheme |