87120-72-7

Basic information

• Product Name: 4-Amino-1-Boc-piperidine
• Synonyms: 1-T-BUTOXYCARBONYL-4-AMINOPIPERIDINE;1-tert-Butoxycarbonyl-4-amino-piperidine;1-PIPERIDINECARBOXYLIC ACID, 4-AMINO-,1,1-DIMETHYLETHYL ESTER;1-N-BOC-4-AMINOPIPERIDINE;1-BOC-4-PIPERIDINAMINE;1-BOC-4-AMINOPIPERIDINE;1-BUTYLOXYCARBONYL-4-AMINO-PIPERIDINE;4-AMINO-1-BOC-PIPERIDINE
• CAS NO: 87120-72-7
• Molecular Formula: C₁₀H₂₀N₂O₂
• Molecular Weight: 200.28
• EINECS: 1312995-182-4
• Product Categories: AMINOACID;Amines;blocks;Amines and Anilines;Piperidines, Piperidones, Piperazines;pharmacetical;Pyrans, Piperidines &Piperazines;API intermediates;Piperidines;Piperazine;Pyrans, Piperidines & Piperazines
• Mol File: 87120-72-7.mol
• Article Data: 53

Chemical Properties

• Melting Point: 50°C
• Boiling Point: 80/0.037mm
• Flash Point: 121.5 °C
• Appearance: White to pale yellow to beige/Crystalline Powder, Crystals and/or Chunks
• Density: 1.041 g/cm³
• Vapor Pressure: 0.00456mmHg at 25°C
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 10.10±0.20(Predicted)
• Water Solubility: Insoluble in water.
• Sensitive: Air Sensitive
• CAS DataBase Reference: 4-Amino-1-Boc-piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-1-Boc-piperidine(87120-72-7)
• EPA Substance Registry System: 4-Amino-1-Boc-piperidine(87120-72-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-36/37/38-20/21/22-20/21/2236/37/38
• Safety Statements: 26-36/37/39-22-222636/37/39
• RIDADR: 3259
• WGK Germany: 2
• F: 10-34
• TSCA: N
• HazardClass: 8
• PackingGroup: Ⅲ
• Hazardous Substances Data: 87120-72-7(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

Different sources of media describe the Uses of 87120-72-7 differently. You can refer to the following data:
1. 4-Amino-1-Boc-piperidine is a chemical reagent used in the preparation of pharmaceutical compounds. Used in the synthesis of bromodomain inhibitors as well as HepG2 cell cycle inhibitors used in anti-tumor therapy. Also employed in a microwave-assisted solid-phase synthesis of N-substituted piperidines via direct annulation of primary amines with resin-bound dimesylates.
2. 4-Amino-1-Boc-piperidine is a potent inhibitor of the CCR5 receptor. It is an x-ray crystal structure with a hydroxide solution that inhibits the growth of cancer cells. The inhibitor binding site for 4-Amino-1-Boc-piperidine was determined to be the CCR5 receptor, which is located on the surface of hematopoietic cells. The compound has been shown to inhibit human T lymphocyte proliferation in vitro and inhibit HIV replication in infected patients. 4-Amino-1-Boc-piperidine is able to inhibit the growth of cancer cells by blocking the production of cytokines, such as interleukin 2, that are needed for cell division and growth.

InChI:InChI=1/C10H20N2O2/c1-10(2,3)14-9(13)12-6-4-8(11)5-7-12/h8H,4-7,11H2,1-3H3/p+1

Synthetic route

4-benzylamino-piperidine-1-carboxylic acid tert-butyl ester (206273-87-2) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In ethanol under 5320.36 Torr;	98%
With hydrogen; palladium 10% on activated carbon In ethanol	98%
With hydrogen; palladium on activated charcoal In methanol

tert-butyl 4-(hydroxyimino)piperidine-1-carboxylate (150008-24-5) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
With hydrogen; Raney nickel In ethanol under 2585.81 Torr;	98%
With Raney nickel In methanol at 20℃; for 4h;	83%
With hydrogen; 5% rhodium on activated aluminium oxide In methanol at 50℃;

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one With hydroxylamine hydrochloride; sodium carbonate In water at 23℃; for 14h; Stage #2: With hydrogen; Raney Ni In ethanol under 2585.81 Torr; for 3.5h; Solid phase;	96%
In ammonia-saturated methanol; aluminum nickel	95.4%
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one With titanium(IV) isopropylate; ammonia In ethanol at 25℃; for 6h; Stage #2: With sodium tetrahydroborate In ethanol at 25℃; for 3h; Further stages.;	88%

C18H24F3N3O2 → 1,1,1-trifluoroacetophenone (434-45-7) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
With chloro-trimethyl-silane; lithium chloride	A n/a B 90%

C18H24F3N3O2 → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
With chloro-trimethyl-silane; lithium chloride In N,N-dimethyl-formamide at 60℃; for 12h;	90%

4-aminopiperidine (13035-19-3) + di-tert-butyl dicarbonate (24424-99-5) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Stage #1: 4-aminopiperidine; di-tert-butyl dicarbonate In 4-methyl-2-pentanone at 0 - 20℃; for 0.5h; Inert atmosphere; Reflux; Stage #2: With water In isopropyl alcohol at 50℃;	85%
In dichloromethane at 0℃; for 5h;	71.9%
Stage #1: 4-aminopiperidine With benzaldehyde In toluene for 3h; Heating / reflux; Stage #2: di-tert-butyl dicarbonate In toluene at 20℃;
With triethylamine In 1,4-dioxane; water
With triethylamine In 1,4-dioxane; water

tert-butyl 4-(2,2,2-trifluoroacetamido)piperidine-1-carboxylate (153198-06-2) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
With ammonium hydroxide In methanol for 2h; Heating;	81%
With ammonium hydroxide In methanol for 6h; Heating;	5.75 g
With sodium bicarbonate; potassium carbonate In methanol

tert-butyl 4-[(2,4-dimethoxyphenyl)methylamino]piperidine-1-carboxylate → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
With palladium on activated charcoal; hydrogen In methanol at 25℃; for 16h;	81%

1,1-dimethylethyl 4-[bis(phenylmethyl)amino]-1-piperidinecarboxylate (873088-90-5) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
With hydrogen; palladium(II) hydroxide In tetrahydrofuran; ethanol at 23℃; under 760.051 Torr; for 6h; Inert atmosphere;	77%

tert-butyl 4-azidopiperidine-1-carboxylate (180695-80-1) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
With ammonium hydroxide; triphenylphosphine In 1,4-dioxane; methanol at 27 - 28℃; for 0.5h;	44%
With hydrogen; palladium on activated charcoal In methanol under 2068.59 Torr;
palladium-carbon In methanol
palladium-carbon In methanol; hexane; ethyl acetate

4-(benzylidene-amino)-piperidine-1-carboxylic acid tert-butyl ester (1044183-50-7) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
With acetic acid for 48h;	160 mg
With potassium hydrogensulfate for 1.5h;	4.76 g
With sodium hydrogen sulfate; water for 2h;
With potassium hydrogensulfate; water In tert-butyl methyl ether at 20℃; for 4h; Inert atmosphere;	6.0 g

N-phenylmethylidenepiperidinyl-4-amine (1029643-92-2) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + (polystyrene-BAL)-NH-CH2-C6H4-p-NO2

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene / 12 h / 25 °C 2: 4.76 g / aq. KHSO4 / 1.5 h View Scheme

4-aminopiperidine (13035-19-3) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + (polystyrene-BAL)-NH-CH2-C6H4-p-NO2

Conditions	Yield
Multi-step reaction with 3 steps 1: toluene / 4 h / Heating 2: toluene / 12 h / 25 °C 3: 4.76 g / aq. KHSO4 / 1.5 h View Scheme

N-phenylmethylidenepiperidinyl-4-amine (1029643-92-2) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 / 48 h / 20 °C 2: 160 mg / aq. AcOH / 48 h View Scheme
Multi-step reaction with 2 steps 1: toluene / 14.08 h / 0 - 20 °C / Inert atmosphere 2: potassium hydrogensulfate; water / tert-butyl methyl ether / 4 h / 20 °C / Inert atmosphere View Scheme

4-aminopiperidine (13035-19-3) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: Na2SO4 / CH2Cl2 / 24 h / 20 °C 2: Et3N / CH2Cl2 / 48 h / 20 °C 3: 160 mg / aq. AcOH / 48 h View Scheme
Multi-step reaction with 3 steps 1: toluene / 5.5 h / Inert atmosphere; Reflux 2: toluene / 14.08 h / 0 - 20 °C / Inert atmosphere 3: potassium hydrogensulfate; water / tert-butyl methyl ether / 4 h / 20 °C / Inert atmosphere View Scheme

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + 4-pyrimidinyl-halide

Conditions	Yield
Multi-step reaction with 2 steps 1: NaHB(OAc)3 / 1,2-dichloro-ethane 2: H2 / Pd/C / methanol View Scheme

4-amino-1-benzylpiperidine (50541-93-0) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Multi-step reaction with 4 steps 1: 94 percent / Et3N / CH2Cl2 / 12 h / 20 °C 2: H2 / Pd(OH)2/C / methanol / 12 h / 2585.81 Torr 3: CH2Cl2 / 6 h 4: 5.75 g / aq. NH3 / methanol / 6 h / Heating View Scheme
Multi-step reaction with 4 steps 1: 94 percent / Et3N / CH2Cl2 / 0.25 h / 0 °C 2: H2 / Pearlman's catalyst / methanol / 48 h / 3102.9 Torr 3: 82 percent / Et3N / CH2Cl2 / 2 h / Ambient temperature 4: 81 percent / 37percent aq. NH4OH / methanol / 2 h / Heating View Scheme

4-trifluoromethylcarbonylamino piperidine (97181-51-6) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: CH2Cl2 / 6 h 2: 5.75 g / aq. NH3 / methanol / 6 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 82 percent / Et3N / CH2Cl2 / 2 h / Ambient temperature 2: 81 percent / 37percent aq. NH4OH / methanol / 2 h / Heating View Scheme

N-(1-benzyl-4-piperidinyl)-2,2,2-trifluoroacetamide (97181-50-5) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: H2 / Pd(OH)2/C / methanol / 12 h / 2585.81 Torr 2: CH2Cl2 / 6 h 3: 5.75 g / aq. NH3 / methanol / 6 h / Heating View Scheme
Multi-step reaction with 3 steps 1: H2 / Pearlman's catalyst / methanol / 48 h / 3102.9 Torr 2: 82 percent / Et3N / CH2Cl2 / 2 h / Ambient temperature 3: 81 percent / 37percent aq. NH4OH / methanol / 2 h / Heating View Scheme

4-bromo-1H-piperidine (90633-18-4) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: DIPEA / CH2Cl2 2: NaN3 / dimethylformamide / 20 °C 3: H2 / 10 percent Pd/C / methanol / 2068.59 Torr View Scheme

di-tert-butyl dicarbonate (24424-99-5) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: DIPEA / CH2Cl2 2: NaN3 / dimethylformamide / 20 °C 3: H2 / 10 percent Pd/C / methanol / 2068.59 Torr View Scheme
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 16 h / 20 °C 2: palladium on activated charcoal; ammonia; hydrogen / methanol / 20 °C View Scheme

tert-butyl 4-bromo-1-piperidinecarboxylate (180695-79-8) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: NaN3 / dimethylformamide / 20 °C 2: H2 / 10 percent Pd/C / methanol / 2068.59 Torr View Scheme

H2 NOH.HCl + water (7732-18-5) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + sodium carbonate (497-19-8) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
In tetrahydrofuran; EtOH (abs); ethanol
In tetrahydrofuran; EtOH (abs); ethanol

H2 NOH HCl + water (7732-18-5) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) + sodium carbonate (497-19-8) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
In tetrahydrofuran; EtOH (abs); ethanol
In tetrahydrofuran
In tetrahydrofuran; EtOH (abs); ethanol

H2NOH HCl + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
With sodium carbonate In tetrahydrofuran; water

C17H24N2O2 → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Stage #1: C17H24N2O2 With potassium hydrogensulfate In water for 1.5h; Stage #2: With potassium hydroxide In water pH=10;

4-aminopiperidine (13035-19-3) + di-tert-butyl dicarbonate (24424-99-5) + benzaldehyde (100-52-7) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Stage #1: 4-aminopiperidine; benzaldehyde In toluene for 3h; Heating / reflux; Stage #2: di-tert-butyl dicarbonate In toluene at 20℃;

piperidin-4-one (41661-47-6) → 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 16 h / 20 °C 2: palladium on activated charcoal; ammonia; hydrogen / methanol / 20 °C View Scheme

2-benzthiazole thioacetic acid (6295-57-4) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → N-(1-tert-butoxycarbonylpiperidin-4-yl)-(2-benzothiazolylthio)acetamide (701236-99-9)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform at 20℃; for 20h;	100%

2-chloro-4,6-dimethoxy-1 ,3,5-triazine (3140-73-6) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 4-(4,6-dimethoxy-[1,3,5]triazin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (951004-60-7)

Conditions	Yield
In acetonitrile at 160℃; for 0.333333h; microwave irradiation;	100%

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + (2-formylthiophen-3-yl)carbamic acid ethyl ester (122805-79-2) → 2-[[[1-(1,1-dimethylethoxycarbonyl)-4-piperidinyl]amino]methyl]-3-(ethoxycarbonylamino)-thiophene

Conditions	Yield
	100%

2,4-dinitrobenzenesulfonyl chloride (1656-44-6) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-{[(2,4-dinitrophenyl)sulfonyl]amino}piperidine-1-carboxylate (812690-24-7)

Conditions	Yield
Stage #1: 2,4-dinitrobenzenesulfonyl chloride; 1-(tert-butoxycarbonyl)-4-aminopiperidine With lutidine In dichloromethane at 0 - 20℃; for 18.5h; Stage #2: With potassium hydrogensulfate; water for 0.5h; pH=2.5 - 3;	100%

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + 2,4-dimethyl-1H-imidazole-5-carbaldehyde (68282-52-0) → Tert-butyl 4-[(2,4-dimethylimidazol-5-yl)methylamino]piperidin-1-carboxylate

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 0 - 20℃; Cooling with ice;	100%

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + chloroacetyl chloride (79-04-9) → tert-butyl 4-(2-chloroacetamido)piperidine-1-carboxylate (865432-01-5)

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;	100%
With triethylamine In dichloromethane at 0 - 20℃; for 0.333333h; Inert atmosphere;	90%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 0.5h;	89%

2,4-dichlorothiazole-5-carboxaldehyde (92972-48-0) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 4-{[(2,4-dichloro-thiazol-5-yl)methyl]-amino}-piperidine-1-carboxylic acid t-butyl ester (866329-10-4)

Conditions	Yield
Stage #1: 2,4-dichlorothiazole-5-carboxaldehyde; 1-(tert-butoxycarbonyl)-4-aminopiperidine With acetic acid In 1,2-dichloro-ethane at 21 - 26℃; for 1.5h; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20 - 27℃; for 4.46667h;	100%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 18h;	62%

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + 2,5(4)-dimethyl-1H-imidazole-4(5)-carboxaldehyde (68282-52-0) → tert-butyl 4-{[(2,4-dimethyl-1H-imidazol-5-yl)methyl]amino}piperidine-1-carboxylate (701298-75-1)

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In methanol at 20℃; for 2h;	100%
Stage #1: 1-(tert-butoxycarbonyl)-4-aminopiperidine; 2,5(4)-dimethyl-1H-imidazole-4(5)-carboxaldehyde With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 15h; Stage #2: With water; potassium carbonate	100%

4-chloro-2-fluoro-nitrobenzene (700-37-8) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-((5-chloro-2-nitrophenyl)amino)piperidine-1-carboxylate (932700-82-8)

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;	100%
With sodium carbonate In N,N-dimethyl-formamide at 80℃; for 1h;	100%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 18h;	93.2%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20 - 80℃; for 1h;
With potassium carbonate In dimethyl sulfoxide at 20℃; Inert atmosphere;

4-fluoro-2-methyl-5-nitro-benzonitrile (932375-18-3) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 1,1-dimethylethyl 4-[(4-cyano-5-methyl-2-nitrophenyl)amino]-1-piperidinecarboxylate (932375-19-4)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 80℃;	100%

4-fluoro-3-nitrobenzonitrile (1009-35-4) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-((4-cyano-2-nitrophenyl)amino)piperidine-1-carboxylate (320406-05-1)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 72h;	100%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 27℃; Cooling with ice;

methyl 2,4-difluoro-5-nitrobenzoate (125568-71-0) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-{[5-fluoro-4-(methoxycarbonyl)-2-nitrophenyl]amino}piperidine-1-carboxylate (1037833-97-8)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 72h;	100%

4-methyl-benzaldehyde (104-87-0) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-((4-methylphenyl)methyl)aminopiperidine carboxylate (359877-52-4)

Conditions	Yield
Stage #1: 4-methyl-benzaldehyde; 1-(tert-butoxycarbonyl)-4-aminopiperidine In ethanol for 4h; Reflux; Stage #2: With sodium tetrahydroborate; ethanol at 20℃; for 24h;	100%
Stage #1: 4-methyl-benzaldehyde; 1-(tert-butoxycarbonyl)-4-aminopiperidine In ethanol for 4h; Heating / reflux; Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 24h; Stage #3: With water In ethanol	100%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃;

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + 2-methylimidazole-4(5)-carbaldehyde (35034-22-1) → tert-butyl4-{[(2-methyl-1H-imidazol-5-yl)methyl]amino}piperidine-1-carboxylate (1034411-58-9)

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In methanol at 20℃; for 2h;	100%

3-(Trifluoromethyl)benzenesulfonyl chloride (777-44-6) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 4-(3-trifluoromethylbenzenesulfonylamino)piperidine-1-carboxylic acid tert-butyl ester (884308-82-1)

Conditions	Yield
With triethylamine In dichloromethane for 2h;	100%

4,6-bis-benzyloxy-5'-isopropyl-2'-methoxybiphenyl-3-carboxylic acid (1143624-55-8) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 4-[(4,6-bis-benzyloxy-5'-isopropyl-2'-methoxybiphenyl-3-carbonyl)amino]piperidine-1-carboxylic acid tert-butyl ester (1143624-64-9)

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;	100%

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + 3,5-ditrifluoromethylisocyanate (16588-74-2) → tert-butyl 4-(3-(3,5-bis(trifluoromethyl)phenyl)ureido)piperidine-1-carboxylate (1275064-22-6)

Conditions	Yield
In dichloromethane at 20℃;	100%

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → 4-(4-nitrobenzenesulfonylamino)piperidine-1-carboxylic acid tert-butyl ester (1233952-63-0)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;	100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;

N-(6-chloro-4-((cis-2,6-dimethylmorpholino)methyl)pyridin-2-yl)thiazolo[5,4-b]pyridin-2-amine (1365839-19-5) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 1,1-dimethylethyl 4-{[4-{[cis-2,6-dimethyl-4-morpholinyl]methyl}-6-([1,3]thiazolo[5,4-b]pyridin-2-ylamino)-2-pyridinyl]amino}-1-piperidinecarboxylate (1365839-20-8)

Conditions	Yield
With lithium hexamethyldisilazane; (NHC)Pd(allyl)Cl In tetrahydrofuran at 80℃; for 1h; Microwave irradiation; Inert atmosphere;	100%

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + 2,4-dibromobutanoyl chloride (82820-87-9) → tert-butyl 4-(2,4-dibromobutanamido)piperidin-1-carboxylate (1365998-53-3)

Conditions	Yield
Stage #1: 1-(tert-butoxycarbonyl)-4-aminopiperidine; 2,4-dibromobutanoyl chloride With triethylamine In dichloromethane at 0℃; Stage #2: With sodium hydrogencarbonate In dichloromethane Product distribution / selectivity;	100%
With triethylamine In tetrahydrofuran at 20℃; for 0.5h;
With triethylamine In tetrahydrofuran at 20℃; for 0.5h;

1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine (1245649-52-8) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 4-(1-benzenesulphonyl-5-nitro-1H-pyrrolo[2,3-b]pyridine-4ylamino)piperidine-1-carboxylic acid tert-butyl ester (1315495-05-6)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol for 2h; Reflux;	100%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol Inert atmosphere; Heating;

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + 4-bromobutanenitrile (5332-06-9) → 4-(3-cyano-propylamino)-piperidine-1-carboxylic acid tert-butyl ester

Conditions	Yield
With potassium carbonate In acetonitrile for 48h; Reflux;	100%

3-(6-chloropyridin-3-yl)-6-fluoro-1-(phenylsulfonyl)-1H-indole + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → 1-(5-(6-fluoro-1-(phenylsulfonyl)-1H-indol-3-yl)pyridin-2-yl)piperidin-4-amine

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 180℃; for 2h; Time; Microwave irradiation;	100%

4-((4-(4-(trifluoromethoxy)phenyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)benzoic acid + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → N-(1-Boc-4-piperidyl)-4-((4-(6-(trifluoromethoxy)pyridin-3-yl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)benzamide

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℃; for 15h; Inert atmosphere;	100%

1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) + 5,7-dichloropyrazolo[1,5-a]pyrimidine (57489-77-7) → tert-butyl 4-(5-chloropyrazolo[1,5-a]pyrimidin-7-ylamino)piperidine-1-carboxylate

Conditions	Yield
With triethylamine In acetonitrile at 100℃; for 12h;	100%
With triethylamine In acetonitrile at 100℃; for 12h;

4-((4-(6-methoxy-3-pyridyl)-5-trifluoromethylpyrimidin-2-yl)amino)benzoic acid + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-(4-{[4-(6-methoxypyridin-3-yl)-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzamido)piperidine-1-carboxylate

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℃; for 15h;	100%

2-(4-chloro-3-fluorophenoxy)acetic acid (331-41-9) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-[[2-(4-chloro-3-fluorophenoxy)acetyl]amino]piperidine-1-carboxylate

Conditions	Yield
Stage #1: 2-(4-chloro-3-fluorophenoxy)acetic acid; 1-(tert-butoxycarbonyl)-4-aminopiperidine With HATU In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	100%
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 25℃; for 12h;

6-chloro-2-quinolinecarboxylic acid (59394-30-8) + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-[(6-chloroquinoline-2-carbonyl)amino]piperidine-1-carboxylate

Conditions	Yield
Stage #1: 6-chloro-2-quinolinecarboxylic acid; 1-(tert-butoxycarbonyl)-4-aminopiperidine With HATU In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide	100%

N-(2,4-dimethoxybenzyl)-5-fluoro-N-(6-fluoropyridin-2-yl)-4-(trifluoromethyl)pyridine-2-sulfonamide + 1-(tert-butoxycarbonyl)-4-aminopiperidine (87120-72-7) → tert-butyl 4-((6-(N-(2,4-dimethoxybenzyl)-N-(6-fluoropyridin-2-yl)sulfamoyl)-4-(trifluoromethyl)pyridin-3-yl)amino)piperidine-1-carboxylate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 70℃; for 2h;	100%

Upstream product

• 150008-24-5 tert-butyl 4-(hydroxyimino)piperidine-1-carboxylate 
• 35621-01-3 4-aminopiperidine dihydrochloride 
• 79099-07-3 N-tert-butyloxycarbonylpiperidin-4-one 
• 206273-87-2 4-benzylamino-piperidine-1-carboxylic acid tert-butyl ester 
• 180695-80-1 tert-butyl 4-azidopiperidine-1-carboxylate 
• 153198-06-2 tert-butyl 4-(2,2,2-trifluoroacetamido)piperidine-1-carboxylate 
• 13035-19-3 4-aminopiperidine 
• 1044183-50-7 4-(benzylidene-amino)-piperidine-1-carboxylic acid tert-butyl ester 
• 1872262-73-1 1-(tert-butyl) 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate 
• 84358-13-4 N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid 
• 211108-50-8 tert-butyl-3-fluoro-4-oxopiperidine-1-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 41979-39-9 4-piperidone hydrochloride 
• 1175526-48-3 3,5-dichlorobenzyl carbonochloridate 

Downstream Products

• 153198-07-3 5-bromo-2,3-dimethoxy-N-<1-(tert-butyloxycarbonyl)piperidin-4-yl>benzamide 
• 198823-38-0 N-(3-cyanophenyl)-N'-(1-(t-butoxycarbonyl)piperidin-4-yl)urea 
• 220394-97-8 4-(benzyloxycarbonylamino)-1-(tert-butoxycarbonyl)piperidine 
• 1027138-18-6 4-[2-(3-bromo-phenyl)-acetylamino]-piperidine-1-carboxylic acid tert-butyl ester 
• 933056-02-1 1-tert-butoxycarbonyl-4-[(2-ethylphenyl)amino]piperidine 
• 1010072-51-1 tert-butyl 4-[({6-[4-(methylsulfonyl)phenyl]pyridazin-3-yl}methyl)amino]-piperidine-1-carboxylate 
• 1187635-09-1 4-(2-phenyl-pyrimidin-5-yl)-piperidine-1-carboxylic acid tert-butyl ester 
• 1006380-29-5 4-[8-(2,6-dichlorophenyl)-4-(2,4-difluorophenyl)-7-oxy-1,7-naphthyridin-2-ylamino]-piperidine-1-carboxylic acid tert-butyl ester 
• 1006380-25-1 4-[8-(2,6-dichlorophenyl)-4-(2,4-difluorophenyl)-1,7-naphthyridin-2-yl]-piperazine-1-carboxylic acid tert-butyl ester 
• 1006380-22-8 4-[4-(2,4-difluorophenyl)-8-(2,6-difluorophenyl)-1,7-naphthyridin-2-ylamino]-piperidine-1-carboxylic acid tert-butyl ester 
• 1006380-21-7 4-[8-(2,6-dichlorophenyl)-4-(2,4-difluorophenyl)-1,7-naphthyridin-2-ylamino]piperidine-1-carboxylic acid tert-butyl ester 
• 1007838-65-4 4-(5-benzyloxy-pyridin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester 
• 1007838-49-4 4-(4-chloro-quinolin-2-ylamino)-piperidine-1-carboxylic acid tert-butyl ester 

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