1-(tert-butoxycarbonyl)-4-phenylaminopiperidine
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 1h; | 100% |
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 3h; | 86% |
With trifluoroacetic acid In dichloromethane |
N-(1-ethoxycarbonyl-4-piperidinyl)aniline
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
With hydrogenchloride In water for 16h; Heating; | 92% |
4-aminopiperidine
chlorobenzene
A
1-phenylpiperidin-4-ylamine
C
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
With sodium t-butanolate; DavePhos; tris-(dibenzylideneacetone)dipalladium(0) In xylene at 130℃; for 24h; | A 60% B 7% C n/a |
4-aminopiperidine
bromobenzene
A
1-phenylpiperidin-4-ylamine
C
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
With chiral ferrocene; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) In xylene at 130℃; for 24h; Product distribution; Further Variations:; Reagents; | A 18% B 8% C 15% |
aniline
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) molecular sieves; 2) NaBH4 / 1) benzene, reflux, 20 h; 2) EtOH, room temp., 5 h 2: 92 percent / 6 N aq. HCl / H2O / 16 h / Heating View Scheme |
N-ethoxycarbonyl-4-piperidone
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1) molecular sieves; 2) NaBH4 / 1) benzene, reflux, 20 h; 2) EtOH, room temp., 5 h 2: 92 percent / 6 N aq. HCl / H2O / 16 h / Heating View Scheme |
Conditions | Yield |
---|---|
Stage #1: 4-piperidone hydrochloride; aniline With acetic acid; zinc at 20 - 70℃; for 24h; Stage #2: With sodium hydroxide In water Product distribution / selectivity; Cooling with ice; |
N-tert-butyloxycarbonylpiperidin-4-one
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium cyanoborohydride; acetic acid / methanol / 24 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C View Scheme |
aniline
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C 2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme |
4-piperidone hydrochloride
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 24 h / 20 °C 2: sodium cyanoborohydride; acetic acid / methanol / 24 h / 20 °C 3: trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C View Scheme |
styrene oxide
phenyl-piperidin-4-yl-amine
1-phenyl-2-(4-phenylamino-piperidin-1-yl)-ethanol
Conditions | Yield |
---|---|
85% |
1-(3-chloropropoxy)-4-fluorobenzene
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In 1,4-dioxane for 16h; Heating; | 60% |
1-isoquinolinecarbonitrile
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; 1,3-dicyano-5-fluoro-2,4,6-tris(diphenylamino)benzene In acetonitrile at 20℃; for 12h; Inert atmosphere; Irradiation; | 60% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 25℃; for 18h; | A 55% B n/a |
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 25℃; for 18h; | A 49% B n/a |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 25℃; for 18h; | A 45% B n/a |
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; | 41% |
phenyl-piperidin-4-yl-amine
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In 1,4-dioxane for 16h; Heating; | 35% |
phenyl-piperidin-4-yl-amine
5-({[1-(4-Chloro-phenyl)-methanoyl]-amino}-methyl)-thiophene-2-sulfonyl chloride
Conditions | Yield |
---|---|
Stage #1: phenyl-piperidin-4-yl-amine With polymer-bound morpholine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 5-({[1-(4-Chloro-phenyl)-methanoyl]-amino}-methyl)-thiophene-2-sulfonyl chloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 15h; Stage #3: With polymer-bound aminobenzene; polymer-bound isocyanate In dichloromethane; N,N-dimethyl-formamide at 20℃; for 5h; |
4-chlorosulfonylbenzoyl chloride
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
Stage #1: 4-chlorosulfonylbenzoyl chloride; 4-Br-2-[C(O)O-Wang resin]-aniline With pyridine In dichloromethane at 20℃; for 4h; Stage #2: phenyl-piperidin-4-yl-amine With triethylamine In dichloromethane at 20℃; for 15h; Stage #3: With trifluoroacetic acid In dichloromethane at 20℃; for 1h; |
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide for 16h; |
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / K2CO3, NaI / dioxane / 16 h / Heating 2: H2 / 10percent Pd/C / aq. ethanol / 16 h View Scheme |
Conditions | Yield |
---|---|
With 3 A molecular sieve; sodium cyanoborohydride In CF3CH2OH at 23℃; for 4h; |
Conditions | Yield |
---|---|
With polymer-supported carbodiimide; benzotriazol-1-ol In N,N-dimethyl-formamide at 50℃; |
phenyl-piperidin-4-yl-amine
1-phenyl-2-bromoethane
(1-Phenethyl-piperidin-4-yl)-phenyl-amine
Conditions | Yield |
---|---|
With sodium hydroxide at 120℃; Product distribution / selectivity; |
phenyl-piperidin-4-yl-amine
cyclopentanone
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In dichloromethane |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere; |
Conditions | Yield |
---|---|
In toluene at 20℃; for 2h; |
phenyl-piperidin-4-yl-amine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium tris(acetoxy)borohydride / dichloromethane / 16 h / 20 °C 2: hydrogenchloride / dichloromethane; 1,4-dioxane / 2 h / 20 °C View Scheme |
phenyl-piperidin-4-yl-amine
O-tert-butyl N-methyl-N-(2-oxoethyl)carbamate
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 16h; |
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