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CAS No.: | 329794-09-4 |
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Name: | 4-(TERT-BUTYL-DIMETHYL-SILANYLOXYMETHYL)-PYRIDIN-2-YLAMINE |
Article Data: | 12 |
Molecular Structure: | |
Formula: | C12H22 N2 O Si |
Molecular Weight: | 238.405 |
Synonyms: | 2-Amino-4-(tert-butyldimethylsilyloxymethyl)pyridine;4-(tert-Butyldimethylsilanyloxymethyl)pyridin-2-ylamine;4-[[(tert-Butyldimethylsilyl)oxy]methyl]pyridin-2-amine |
Density: | 0.983 g/cm3 |
Melting Point: | 109.2-109.3°C |
Boiling Point: | 320.6 ºC at 760 mmHg |
Flash Point: | 147.7 ºC |
Hazard Symbols: | |
PSA: | 48.14000 |
LogP: | 3.76680 |
tert-butyldimethylsilyl chloride
2-amino-4-hydroxymethylpyridine
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine
Conditions | Yield |
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With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 14h; | 86% |
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃; for 3h; | 81% |
Stage #1: 2-amino-4-hydroxymethylpyridine With 1H-imidazole In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: tert-butyldimethylsilyl chloride In N,N-dimethyl-formamide at 0℃; for 12h; | 62.49% |
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine
Conditions | Yield |
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With hydroxylamine In methanol at 20℃; for 18h; | 17.89 g |
(2-chloropyridin-4-yl)methanol
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 97 percent / imidazole / tetrahydrofuran / 24 h / 20 °C 2: NaOtBu; BINAP racemic; Pd2(dba)3 / toluene / 5 h / 80 °C 3: 17.89 g / aq. hydroxylamine / methanol / 18 h / 20 °C View Scheme |
tert-butyldimethylsilyl chloride
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 97 percent / imidazole / tetrahydrofuran / 24 h / 20 °C 2: NaOtBu; BINAP racemic; Pd2(dba)3 / toluene / 5 h / 80 °C 3: 17.89 g / aq. hydroxylamine / methanol / 18 h / 20 °C View Scheme |
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloropyridine
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine
Conditions | Yield |
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Multi-step reaction with 2 steps 1: NaOtBu; BINAP racemic; Pd2(dba)3 / toluene / 5 h / 80 °C 2: 17.89 g / aq. hydroxylamine / methanol / 18 h / 20 °C View Scheme |
cyclopropanecarboxylic acid
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine
Conditions | Yield |
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Stage #1: cyclopropanecarboxylic acid With dmap In dichloromethane for 0.0833333h; Stage #2: 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h; | 82.1% |
Stage #1: cyclopropanecarboxylic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 0.0833333h; Stage #2: 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine In dichloromethane at 20℃; for 12h; | 82% |
2-chloro-5-phenyl-thiazole
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine
[4-(tert-butyldimethylsilanyloxymethyl)pyridin-2-yl](5-phenylthiazol-2-yl)amine
Conditions | Yield |
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Stage #1: 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine With sodium hydride In tetrahydrofuran at 20℃; Stage #2: 2-chloro-5-phenyl-thiazole In tetrahydrofuran for 2h; Heating; | 79% |
Benzoyl isothiocyanate
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine
N-({[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-yl]amino}carbonothioyl)benzamide
Conditions | Yield |
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In toluene at 85℃; for 12h; Heating / reflux; | 79% |
In toluene at 85℃; for 12h; | 79% |
In toluene at 85℃; for 12h; | 79% |
di-tert-butyl dicarbonate
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine
tert-butyl (4-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-2-yl)carbamate
Conditions | Yield |
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With pyridine In ethyl acetate; tert-butyl alcohol at 20℃; | 62% |
6-bromo-2-chloro-benzothiazole
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine
6-bromo-N-(4-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-2-yl)benzo[d]thiazol-2-amine
Conditions | Yield |
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Stage #1: 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: 6-bromo-2-chloro-benzothiazole In tetrahydrofuran at 65℃; for 2h; | 37% |