CAS No.329794-09-4,4-(TERT-BUTYL-DIMETHYL-SILANYLOXYMETHYL)-PYRIDIN-2-YLAMINE Suppliers

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4-(TERT-BUTYL-DIMETHYL-SILYLOXYMETHYL)-(PYRIDIN-2-YL)AMINECASAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

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2-(2-amino-4-pyridinyl)propan-2-yloxy-tert-butylsilicon

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4-(TERT-BUTYL-DIMETHYL-SILANYLOXYMETHYL)-PYRIDIN-2-YLAMINE

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Synthetic route

: 18162-48-6
tert-butyldimethylsilyl chloride

: 105250-17-7
2-amino-4-hydroxymethylpyridine

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

Conditions

Conditions	Yield
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%

: benzhydrylidene-[4-(tert-butyl-dimethyl-silanyloxymethyl)-pyridin-2-yl]-amine

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

Conditions

Conditions	Yield
With hydroxylamine In methanol at 20℃; for 18h;	17.89 g

: 100704-10-7
(2-chloropyridin-4-yl)methanol

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

Conditions

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

: 18162-48-6
tert-butyldimethylsilyl chloride

MeHal: MeHal

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

Conditions

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

: 787596-40-1
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloropyridine

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

Conditions

Conditions	Yield
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

: 1759-53-1
cyclopropanecarboxylic acid

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: N-(4-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-2-yl)cyclopropanecarboxamide

Conditions

Conditions	Yield
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%

: 329794-40-3
2-chloro-5-phenyl-thiazole

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 329794-10-7
[4-(tert-butyldimethylsilanyloxymethyl)pyridin-2-yl](5-phenylthiazol-2-yl)amine

Conditions

Conditions	Yield
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%

: 532-55-8
Benzoyl isothiocyanate

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 872707-10-3
N-({[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-yl]amino}carbonothioyl)benzamide

Conditions

Conditions	Yield
In toluene at 85℃; for 12h; Heating / reflux;	79%
In toluene at 85℃; for 12h;	79%
In toluene at 85℃; for 12h;	79%

: 24424-99-5
di-tert-butyl dicarbonate

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 864460-81-1
tert-butyl (4-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-2-yl)carbamate

Conditions

Conditions	Yield
With pyridine In ethyl acetate; tert-butyl alcohol at 20℃;	62%

: 80945-86-4
6-bromo-2-chloro-benzothiazole

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 1377264-31-7
6-bromo-N-(4-(((tert-butyldimethylsilyl)oxy)methyl)pyridin-2-yl)benzo[d]thiazol-2-amine

Conditions

Conditions	Yield
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%

: 17626-40-3
4-cyano-1,2-phenylenediamine

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 2-{[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-yl]amino}-1H-benzimidazole-6-carbonitrile

Conditions

Conditions	Yield
Stage #1: 1,1'-Thiocarbonyldiimidazole; 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine With 1H-imidazole In dichloromethane at 0 - 20℃; for 72h; Stage #2: 4-cyano-1,2-phenylenediamine In dichloromethane at 20℃; for 2h; Stage #3: With diisopropyl-carbodiimide In dichloromethane at 20℃;	6%

...Expand

: 51640-36-9
2-chloro-1,3-thiazole-5-carbonitrile

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 329794-13-0
[4-(tert-butyldimethylsilanyloxymethyl)pyridin-2-ylamino]thiazole-5-carbonitrile

Conditions

Conditions	Yield
Stage #1: 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine With sodium hydride In tetrahydrofuran for 0.25h; Stage #2: 2-chloro-1,3-thiazole-5-carbonitrile In tetrahydrofuran for 2h; Heating;	23.4 g
With sodium hydride In tetrahydrofuran for 2h; Heating / reflux;
Stage #1: 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine With sodium hydride In tetrahydrofuran for 0.25h; Stage #2: 2-chloro-1,3-thiazole-5-carbonitrile for 2h; Heating / reflux;
With sodium hydride In tetrahydrofuran for 2h; Heating / reflux;

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 329794-15-2
2-(4-chloromethyl-pyridin-2-ylamino)-thiazole-5-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h 3.1: 15.5 g / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 4 h View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 329794-14-1
2-(4-hydroxymethylpyridin-2-ylamino)thiazole-5-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 329794-12-9
(4-chloromethylpyridin-2-yl)(5-phenylthiazol-2-yl)amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: NaH / tetrahydrofuran / 20 °C 1.2: 79 percent / tetrahydrofuran / 2 h / Heating 2.1: 98 percent / hydrogen fluoride-pyridine / tetrahydrofuran / 1 h / 0 °C 3.1: 90 percent / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 1.5 h View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 329794-11-8
[2-(5-phenylthiazol-2-ylamino)pyridin-4-yl]methanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: NaH / tetrahydrofuran / 20 °C 1.2: 79 percent / tetrahydrofuran / 2 h / Heating 2.1: 98 percent / hydrogen fluoride-pyridine / tetrahydrofuran / 1 h / 0 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 2-(4-morpholin-4-ylmethyl-pyridin-2-ylamino)-thiazole-5-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h 3.1: 15.5 g / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 4 h 4.1: dimethylsulfoxide / 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: (5-phenyl-thiazol-2-yl)-(4-pyrrolidin-1-ylmethyl-pyridin-2-yl)-amine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 20 °C 1.2: 79 percent / tetrahydrofuran / 2 h / Heating 2.1: 98 percent / hydrogen fluoride-pyridine / tetrahydrofuran / 1 h / 0 °C 3.1: 90 percent / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 1.5 h 4.1: dimethylsulfoxide / 16 h / 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 2-(4-piperazin-1-ylmethyl-pyridin-2-ylamino)-thiazole-5-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h 3.1: 15.5 g / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 4 h 4.1: dimethylsulfoxide / 20 °C 5.1: 0.13 g / HCl (gas) / ethyl acetate / 2.5 h / 0 - 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 2-[4-(4-acetyl-piperazin-1-ylmethyl)-pyridin-2-ylamino]-thiazole-5-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h 3.1: 15.5 g / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 4 h 4.1: dimethylsulfoxide / 0.5 h / 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 4-({2-[(5-cyano-1,3-thiazol-2-yl)amino]-4-pyridinyl}methyl)-1-piperazinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h 3.1: 15.5 g / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 4 h 4.1: dimethylsulfoxide / 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 2-[(4-{[4-(methylsulfonyl)piperidin-1-yl]methyl}pyridin-2-yl)amino]-1,3-thiazole-5-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h 3.1: 15.5 g / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 4 h 4.1: 35 percent / diisopropylethylamine / dimethylsulfoxide / 17 h / 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 4-({2-[(5-cyano-1,3-thiazol-2-yl)amino]-4-pyridinyl}methyl)-N,N-dimethyl-1-piperazinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h 3.1: 15.5 g / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 4 h 4.1: 49 percent / dimethylsulfoxide / 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 2-{4-[4-(2-hydroxy-ethanoyl)-piperazin-1-ylmethyl]-pyridin-2-ylamino}-thiazole-5-carbonitrile

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h 3.1: 15.5 g / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 4 h 4.1: 33 percent / diisopropylethylamine / dimethylsulfoxide / 3 h / 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 479611-82-0
4-({2-[(5-cyanothiazol-2-yl)amino]pyridin-4-yl}methyl)piperazine-1-carboxylic acid methylamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h 3.1: 15.5 g / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 4 h 4.1: 82 percent / triethylamine / dimethylsulfoxide / 16 h / 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 1-{4-[2-(5-phenyl-thiazol-2-ylamino)-pyridin-4-ylmethyl]-piperazin-1-yl}-ethanone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 20 °C 1.2: 79 percent / tetrahydrofuran / 2 h / Heating 2.1: 98 percent / hydrogen fluoride-pyridine / tetrahydrofuran / 1 h / 0 °C 3.1: 90 percent / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 1.5 h 4.1: dimethylsulfoxide / 16 h / 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 4-[2-(5-cyano-thiazol-2-ylamino)-pyridin-4-ylmethyl]-piperazine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 0.25 h 1.2: 23.4 g / tetrahydrofuran / 2 h / Heating 2.1: hydrogen fluoride-pyridine / tetrahydrofuran / 1 h 3.1: 15.5 g / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 4 h 4.1: dimethylsulfoxide / 20 °C View Scheme

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: [4-(4-methanesulfonyl-piperazin-1-ylmethyl)-pyridin-2-yl]-(5-phenyl-thiazol-2-yl)-amine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: NaH / tetrahydrofuran / 20 °C 1.2: 79 percent / tetrahydrofuran / 2 h / Heating 2.1: 98 percent / hydrogen fluoride-pyridine / tetrahydrofuran / 1 h / 0 °C 3.1: 90 percent / phosphorus oxychloride; N,N-dimethylformamide / CH2Cl2 / 1.5 h 4.1: Et3N / dimethylsulfoxide / 2.5 h / 20 - 45 °C View Scheme

: 792970-11-7
methyl 5,7-dichloro-1-(2-ethoxyethyl)-1H-pyrazolo-[4,3-d]pyrimidine-3-carboxylate

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: methyl 7-{[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-yl]amino}-5-chloro-1-(2-ethoxyethyl)-1H-pyrazolo[4, 3-d]pyrimidine-3-carboxylate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 18h;

: 329794-09-4
4-({[tert-butyl(dimethyl)silyl]oxy}methyl)pyridin-2-amine

: 1377251-36-9
N-(4-(hydroxymethyl)pyridin-2-yl)-6-(pyridin-4-yl)benzo[d]thiazol-2-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C 1.2: 2 h / 65 °C 2.1: potassium carbonate; lithium chloride / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 1 h / 140 °C / microwave irradiation 3.1: hydrogenchloride / methanol / 2 h / 20 °C View Scheme

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