Conditions | Yield |
---|---|
With sodium tetrahydroborate In water; dimethyl sulfoxide at 60℃; for 6h; High pressure; Green chemistry; | 99.9% |
With 5%-palladium/activated carbon; ammonia; hydrogen In methanol at 30℃; under 7500.75 Torr; for 8h; Reagent/catalyst; Temperature; Pressure; Autoclave; | 95.11% |
With sodium tetrahydroborate In water at 25℃; for 1h; Sonication; | 80% |
[(Benzhydryl-amino)-pyridin-2-yl-methyl]-phosphonic acid diethyl ester
(2-aminomethylpyridine)
Conditions | Yield |
---|---|
With hydrogenchloride for 6h; Heating; | 72% |
With hydrogenchloride; water for 6h; Hydrolysis; Heating; |
amino-[2]pyridyl-acetic acid
(2-aminomethylpyridine)
Conditions | Yield |
---|---|
With ethanol; acetic acid; zinc |
N-(2-pyridylmethyl)urea
(2-aminomethylpyridine)
Conditions | Yield |
---|---|
With nickel dichloride at 50 - 80.3℃; Thermodynamic data; Kinetics; Mechanism; ΔH(excit), ΔS(excit); |
2-quinolinylhydrazone-(2-pyridinecarboxaldehyde)
A
2-Cyanopyridine
B
(2-aminomethylpyridine)
C
2-aminoquinoline
Conditions | Yield |
---|---|
In water Mechanism; electroreduction, pH 3.0, phosphate buffers, pyrolytic graphite electrode; |
2,2-dimethyl-3-(2-pyridylmethyl)-4-oxo-4H-1,3-benzoxazine
A
(2-aminomethylpyridine)
B
salicylic acid
Conditions | Yield |
---|---|
With hydrogenchloride for 3h; Heating; | A 0.24 g B 0.44 g |
Diphenyl-[(pyridin-2-ylmethyl)-amino]-methanol
A
(2-aminomethylpyridine)
B
benzophenone
Conditions | Yield |
---|---|
With water In acetonitrile at 30℃; Rate constant; |
2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde
(2-aminomethylpyridine)
Conditions | Yield |
---|---|
With lithium borohydride; Rink amine resin; water; trifluoroacetic acid; trimethyl orthoformate solid phase synthesis; 1) RT, 2) THF, 70 deg C, 5 h, 3) CH2Cl2, RT, 5 h; Yield given. Multistep reaction; |
2-(diphenylmethyliminomethyl)pyridine
A
(2-aminomethylpyridine)
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: toluene / 2 h / Heating 2: HCl; water / 6 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: toluene / 1 h / Heating 2: 100 - 110 °C 3: 72 percent / aq. HCl / 6 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: ammonia / tetrahydrofuran / 24 h / 20 °C 2: sodium tetrahydroborate; methanol / 20 °C View Scheme |
2-(diphenylmethyliminomethyl)pyridine
(2-aminomethylpyridine)
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 100 - 110 °C 2: 72 percent / aq. HCl / 6 h / Heating View Scheme |
Conditions | Yield |
---|---|
With carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II); ammonia In toluene under 5700.38 Torr; for 30h; Inert atmosphere; Reflux; | 96 %Chromat. |
2-Hydroxymethylpyridine
A
(2-aminomethylpyridine)
B
N-(2-pyridylmethyl)-2-pyridylmethanimine
Conditions | Yield |
---|---|
With ammonia; carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II) In toluene under 5700.38 Torr; for 30h; Product distribution / selectivity; Reflux; |
2-(1-(triphenylmethylamino)methyl)pyridine
(2-aminomethylpyridine)
Conditions | Yield |
---|---|
With ammonium cerium (IV) nitrate; water; acetic acid In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; |
2-azidomethylpyridine
(2-aminomethylpyridine)
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen at 20℃; for 3h; |
2-azidomethylpyridine
A
(2-aminomethylpyridine)
(R)-(+)-2-(diphenylphosphinyl)-2'-[(trifluoromethanesulfonyl)oxy]-1,1'-binaphthyl
Conditions | Yield |
---|---|
In toluene at 115℃; for 20h; Staudinger Azide Reduction; Schlenk technique; Inert atmosphere; |
N-(pyridin-2-ylmethyl)acetamide
(2-aminomethylpyridine)
Conditions | Yield |
---|---|
With [RuCl2(2-(diphenylphosphino)-N-((6-((diphenylphosphino)methyl)pyridin-2-yl)methyl)ethan-1-amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 20h; Catalytic behavior; Autoclave; chemoselective reaction; | 95 %Chromat. |
pyridine-2-carbaldehyde imine
(2-aminomethylpyridine)
Conditions | Yield |
---|---|
With methanol; sodium tetrahydroborate at 20℃; | |
Stage #1: pyridine-2-carbaldehyde imine With C66H114B2Ge2Li2N2O4 In hexane; toluene for 0.5h; Inert atmosphere; Schlenk technique; Stage #2: With water In hexane; toluene Inert atmosphere; Schlenk technique; |
2-Cyanopyridine
A
(2-aminomethylpyridine)
B
pyridine-2-carboxylic acid amide
Conditions | Yield |
---|---|
With ammonia; hydrogen In water; isopropyl alcohol at 80℃; under 15001.5 Torr; for 24h; Autoclave; |
(2-aminomethylpyridine)
formaldehyd
1-(2-pyridinylmethyl)-piperidin-4-one
Conditions | Yield |
---|---|
With methanol; acetic acid | 100% |
(2-aminomethylpyridine)
2-O-methyl-1-O-(octadecylcarbamoyl)-3-O-(phenoxycarbonyl)glycerol
2-O-methyl-3-O--1-O-(octadecylcarbamoyl)glycerol
Conditions | Yield |
---|---|
at 90℃; for 1h; | 100% |
(2-aminomethylpyridine)
formic acid ethyl ester
N-((pyridin-2-yl)methyl)formamide
Conditions | Yield |
---|---|
for 1.5h; Reflux; | 100% |
at 25℃; for 8h; |
(2-aminomethylpyridine)
4-Bromo-2-formyl-6-(morpholin-4-ylmethyl)phenol
Conditions | Yield |
---|---|
In toluene for 4h; Heating; | 100% |
(2-aminomethylpyridine)
3,5-di-tert-butyl-2-hydroxybenzaldehyde
Conditions | Yield |
---|---|
In methanol for 2h; Heating; | 100% |
In methanol for 1h; Ambient temperature; | |
In methanol at 50℃; for 4h; | |
In methanol Reflux; |
pyridine-2-carbaldehyde
(2-aminomethylpyridine)
(E)-1-(pyridine-2-yl)-N-(pyridine-2-ylmethylene)methaneamine
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; for 3h; | 100% |
With magnesium sulfate In dichloromethane at 20℃; for 3h; | 100% |
In dichloromethane at 20℃; for 12h; Molecular sieve; | 98% |
In ethanol |
(2-aminomethylpyridine)
6-(tert-butoxycarbonylamino)hexanoic acid
1-(N-pyrid-2-ylmethyl)-6-(tert-butoxycarbonylamino)hexanamide
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h; | 100% |
With triethylamine; dicyclohexyl-carbodiimide In ethyl acetate at 20℃; for 48h; | 83% |
(2-aminomethylpyridine)
fenoxaprop-p-ethyl
A
(R)-2-(4-hydroxyphenoxy)propionic acid ethyl ester
Conditions | Yield |
---|---|
at 20℃; | A n/a B 100% |
(2-aminomethylpyridine)
2-hydroxy-3-phenylbenzaldehyde
Conditions | Yield |
---|---|
for 1h; Heating; | 100% |
(2-aminomethylpyridine)
2,2'-dihydroxybiphenyl-3-carboxaldehyde
Conditions | Yield |
---|---|
for 1h; Heating; | 100% |
Conditions | Yield |
---|---|
Stage #1: 2-(Aminomethyl)pyridine; benzaldehyde In methanol at 20℃; for 2h; Stage #2: With methanol; sodium tetrahydroborate at 20℃; for 1h; Cooling with ice; | 100% |
Stage #1: 2-(Aminomethyl)pyridine; benzaldehyde With acetic acid In methanol at 20℃; for 1h; Stage #2: With sodium tetrahydroborate In methanol at 0℃; for 0.5h; | 80% |
With sodium tetrahydroborate In ethanol for 12h; Heating; | 75% |
(2-aminomethylpyridine)
Boc-D-Trp-OH
(R)-tert-butyl 3-(1H-indol-3-yl)-1-oxo-1-(pyridin-2-ylmethylamino)propan-2-ylcarbamate
Conditions | Yield |
---|---|
With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In dichloromethane at 20℃; for 1h; | 100% |
With 4-methyl-morpholine In dichloromethane at 20℃; for 1h; |
(2-aminomethylpyridine)
4-phenyl-1-butylamine
3-bromomethylbenzoic acid
Conditions | Yield |
---|---|
Multistep reaction.; | 100% |
Conditions | Yield |
---|---|
Stage #1: C17H17F3O3; di(succinimido) carbonate With triethylamine In acetonitrile at 20℃; for 1h; Stage #2: 2-(Aminomethyl)pyridine In acetonitrile at 20℃; for 0.25h; Further stages.; | 100% |
[(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] (4-nitrophenyl) carbonate
(2-aminomethylpyridine)
[(1R,2R,4S)-4-[(2R)-2-[(1R,9S,12SR,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32SR,35R)-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-2,3,10,14,20-pentaoxo-11,36-dioxa-4-azatricyclo[30.3.1.0^4,9]hexatriaconta-16,24,26,28-tetraen-12-yl]propyl]-2-methoxycyclohexyl] N-(2-pyridylmethyl)carbamate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at -20℃; for 1.5h; Inert atmosphere; | 100% |
In dichloromethane at -10 - 0℃; for 3h; |
(2-aminomethylpyridine)
diethyl chlorophosphate
pyridin-2-ylmethyl-phosphoramidic acid diethyl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 21h; Heating / reflux; | 100% |
With triethylamine In dichloromethane at 20℃; Inert atmosphere; | 85% |
(2-aminomethylpyridine)
terephthalaldehyde,
N,N′-(1,4-phenylenebis(methylene))bis(1-(pyridin-2-yl)methanamine)
Conditions | Yield |
---|---|
Stage #1: 2-(Aminomethyl)pyridine; terephthalaldehyde, In benzene Heating / reflux; Stage #2: With hydrogen; palladium 10% on activated carbon In methanol under 1551.49 Torr; for 20h; | 100% |
(2-aminomethylpyridine)
4-[[N-(tert-butoxycarbonyl)-N-(2-pyridinylmethyl)amino]methyl]benzylaldehyde
Conditions | Yield |
---|---|
In methanol at 20℃; for 3h; | 100% |
(2-aminomethylpyridine)
4-((6,7-dimethoxyquinolin-4-yl)oxy)aniline
bis(trichloromethyl) carbonate
sodium hydrogencarbonate
Conditions | Yield |
---|---|
With triethylamine In toluene | 100% |
(2-aminomethylpyridine)
methyltrioxorhenium(VII)
Conditions | Yield |
---|---|
In toluene decanted, washed with toluene, dried in vac.; elem. anal.; | 100% |
Conditions | Yield |
---|---|
Stage #1: 2-(Aminomethyl)pyridine With copper(II) acetate monohydrate In ethanol for 24h; in air; Stage #2: With edetate disodium In chloroform; water | 100% |
(2-aminomethylpyridine)
methyl 2-cyanoacetate
2-cyano-N-(pyridin-2-ylmethyl)acetamide
Conditions | Yield |
---|---|
at 0 - 20℃; Neat (no solvent); | 100% |
In neat (no solvent) at 20℃; |
(2-aminomethylpyridine)
2-pivaloylaminopyridine-6-carboxaldehyde
N-(6-(((pyridin-2-ylmethyl)amino)methyl)pyridin-2-yl)pivalamide
Conditions | Yield |
---|---|
Stage #1: 2-(Aminomethyl)pyridine; 2-pivaloylaminopyridine-6-carboxaldehyde In methanol at 20℃; for 2.5h; Stage #2: With sodium tetrahydroborate at 0℃; | 100% |
Conditions | Yield |
---|---|
In acetonitrile | 100% |
In acetonitrile at 25℃; | |
In acetonitrile at 25℃; |
Conditions | Yield |
---|---|
at 20℃; Inert atmosphere; Schlenk technique; Glovebox; | 100% |
In methanol at 20℃; |
(2-aminomethylpyridine)
D-arabinono-1,4-lactone 5-(dihydrogenophosphate)
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide at 20℃; for 1.5h; Inert atmosphere; | 100% |
(2-aminomethylpyridine)
N-(2-pyridylmethyl)-2-pyridylmethanimine
Conditions | Yield |
---|---|
With NC-800; air In water; dimethyl sulfoxide at 120℃; for 8h; Green chemistry; | 99.9% |
With porphyrin based sp2 carbon conjugated covalent organic framework; air In chlorobenzene; acetonitrile at 25℃; for 0.75h; Irradiation; | 96% |
With oxygen at 100℃; under 3800.26 Torr; for 2h; Autoclave; Neat (no solvent); | 90% |
pyridine-2-carbaldehyde
(2-aminomethylpyridine)
bis[(2-pyridyl)methyl]amine
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol | 99.6% |
Stage #1: pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine In methanol at 20℃; for 10h; Stage #2: With methanol; sodium tetrahydroborate at 20℃; | 95% |
Stage #1: pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine In methanol at 20℃; for 1h; Stage #2: With methanol; sodium tetrahydroborate at 0 - 20℃; | 95% |
(2-aminomethylpyridine)
di-tert-butyl dicarbonate
2-[N-(tert-butoxycarbonyl)aminomethyl]pyridine
Conditions | Yield |
---|---|
In dichloromethane at 0 - 20℃; | 99% |
In dichloromethane Ambient temperature; | 98% |
With 8Na(1+)*12C4H10NO(1-)*2HO(1-)*2Nd(3+) In neat (no solvent) at 20℃; for 0.0333333h; Inert atmosphere; Schlenk technique; Green chemistry; | 98% |
1. | ivn-mus LD50:340 mg/kg | APFRAD Annales Pharmaceutiques Francaises. 26 (1968),345. | ||
2. | orl-qal LD50:750 mg/kg | AECTCV Archives of Environmental Contamination and Toxicology. 12 (1983),355. | ||
3. | orl-bwd LD50:562 mg/kg | AECTCV Archives of Environmental Contamination and Toxicology. 12 (1983),355. | ||
4. | ivn-mus LD50:340 mg/kg | APFRAD Annales Pharmaceutiques Francaises. 26 (1968),345. |
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