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N-(pent-4-ynyl)phthalimide
1-amino-pent-4-yne
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 20℃; for 1h; | 90% |
With hydrazine In methanol Gabriel Amine Synthesis; | 85% |
With ethanol; hydrazine hydrate In N,N-dimethyl-formamide at 70℃; for 2h; | 74% |
pent-4-yn-1-yl methanesulfonate
1-amino-pent-4-yne
Conditions | Yield |
---|---|
With ammonium hydroxide at 80℃; Sealed tube; | 84% |
With ammonia at 80℃; Sealed tube; | 84% |
Multi-step reaction with 2 steps 1: sodium azide / N,N-dimethyl-formamide / 3 h / 70 °C 2: triphenylphosphine / diethyl ether / 3 h / 0 °C View Scheme |
pent-4-ynyl-1-azide
1-amino-pent-4-yne
Conditions | Yield |
---|---|
With triphenylphosphine In diethyl ether at 0℃; for 2.5h; | 60% |
With triphenylphosphine In diethyl ether; water at 0℃; for 17h; | 55% |
With triphenylphosphine In diethyl ether at 0℃; for 3h; | 41% |
Conditions | Yield |
---|---|
With sodium hydroxide; ammonia In water | |
With sodium hydroxide; ammonia In water |
pent-1-yn-5-ol
1-amino-pent-4-yne
Conditions | Yield |
---|---|
With phthalimide; di-isopropyl azodicarboxylate; triphenylphosphine; hydrazine | 60% |
Multi-step reaction with 3 steps 1: triethylamine / diethyl ether / 3 h / 0 °C 2: sodium azide / N,N-dimethyl-formamide / 3 h / 70 °C 3: triphenylphosphine / diethyl ether / 3 h / 0 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: triethylamine / diethyl ether / 3 h / 0 - 20 °C / Inert atmosphere 2.1: N,N-dimethyl-formamide; sodium azide / 3 h / 70 °C / Inert atmosphere 3.1: triphenylphosphine / diethyl ether / 3 h / 0 °C 3.2: 0 - 20 °C View Scheme |
pent-4-ynenitrile
1-amino-pent-4-yne
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether | |
With lithium aluminium tetrahydride In diethyl ether at 23℃; for 1h; |
1-chloro-4-pentyne
1-amino-pent-4-yne
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide 2: hydrazine / methanol View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere 2: hydrazine hydrate / ethanol / 2 h / 70 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
In ammonia; N,N-dimethyl-formamide at -40℃; | |
In ammonia |
Conditions | Yield |
---|---|
(i) NaNH2, liq. NH3, (ii) /BRN= 3906418/; Multistep reaction; |
1-amino-pent-4-yne
2-methyl-1H-pyrroline
Conditions | Yield |
---|---|
With tetrakis(dimethylamido)titanium(IV) In benzene-d6 at 20℃; for 41h; | 100% |
With C16H23AuBClN2O2 In benzene-d6 at 20℃; for 1h; | 98% |
With [Rh(Mes(carbene-1,2,3-triazole bidentate)Bn)(1,2,3,4,5-pentamethylcyclopentadienyl)Cl]BPh4 In tetrahydrofuran-d8 at 60℃; for 18h; Time; Solvent; Reagent/catalyst; Schlenk technique; Inert atmosphere; | 91% |
formaldehyd
1-amino-pent-4-yne
1,3,5-tri(4-pentynyl)-1,3,5-triazacyclohexane
Conditions | Yield |
---|---|
In diethyl ether at 20℃; Cycloaddition; | 100% |
1-amino-pent-4-yne
2-chloro-1-[2-(2,3-dihydro-1H-inden-2-ylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl]ethanone
1-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]-2-(pent-4-ynylamino)ethanone
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 55℃; for 48h; | 100% |
Benzophenone imine
1-amino-pent-4-yne
N-(diphenylmethylene)pent-4-yn-1-amine
Conditions | Yield |
---|---|
In benzene at 20℃; for 36h; Inert atmosphere; Molecular sieve; | 99% |
Conditions | Yield |
---|---|
With sodium sulfate In tetrahydrofuran at 25℃; for 72h; Inert atmosphere; Sealed tube; | 99% |
BOC-glycine
1-amino-pent-4-yne
tert-butyl [2-oxo-2-(pent-4-yn-1-ylamino)ethyl]carbamate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h; Inert atmosphere; | 98% |
Stage #1: BOC-glycine With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: 1-amino-pent-4-yne In N,N-dimethyl-formamide at 0℃; |
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide; N,N-dimethyl-formamide at 0 - 23℃; | 97% |
Stage #1: vancomycin With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.0833333h; Stage #2: 1-amino-pent-4-yne With 4-methyl-morpholine In N,N-dimethyl-formamide at 20℃; pH=8; |
bis(4-methoxyphenyl)methanimine
1-amino-pent-4-yne
N-(bis(4-methoxyphenyl)methylene)pent-4-yn-1-amine
Conditions | Yield |
---|---|
In benzene at 20℃; for 48h; Inert atmosphere; Molecular sieve; | 96% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0℃; for 1h; | 96% |
Conditions | Yield |
---|---|
In tetrahydrofuran THF, 65°C; | 95% |
1-amino-pent-4-yne
Conditions | Yield |
---|---|
In toluene for 2h; Huisgen Cycloaddition; Inert atmosphere; Reflux; regioselective reaction; | 95% |
1-amino-pent-4-yne
acetophenone
Conditions | Yield |
---|---|
In benzene at 20℃; for 6h; | 94% |
In benzene at 25℃; |
di-tert-butyl dicarbonate
1-amino-pent-4-yne
N-(tert-butoxycarbonyl)-pent-4-ynyl-1-amine
Conditions | Yield |
---|---|
In tetrahydrofuran; water at 23℃; for 14h; Inert atmosphere; | 94% |
With triethylamine In dichloromethane at 20℃; for 16h; Cooling with ice; | 44% |
With triethylamine In dichloromethane at 0 - 20℃; | 43% |
1-amino-pent-4-yne
1-(4-methoxyphenyl)ethanone
Conditions | Yield |
---|---|
In benzene at 20℃; for 72h; Inert atmosphere; Molecular sieve; | 94% |
Conditions | Yield |
---|---|
Stage #1: C13H18O10 With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 1-amino-pent-4-yne In dichloromethane at 20℃; Inert atmosphere; | 94% |
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