6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride supplier

Name
6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride
EINECS 1806241-263-5
CAS No. 84163-13-3
Article Data9
CAS DataBase
Density 1.42g/cm3 at 20℃
Solubility
Melting Point 293-295 °C
Formula C₁₂H₁₃FN₂O^.HCl
Boiling Point 387.3 °C at 760 mmHg
Molecular Weight 256.707
Flash Point 188 °C
Transport Information
Appearance white or off-white crystal
Safety
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms 1,2-Benzisoxazole,6-fluoro-3-(4-piperidinyl)-, monohydrochloride (9CI);4-(6-Fluoro-1,2-benzisoxazol-3-yl)piperidinehydrochloride;6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride;6-Fluoro-3-(4-piperidinyl)benzisoxazole hydrochloride;6-Fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride;6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole HCl;6-Fluoro-3-(4-piperidinyl)-1, 2-benzisoxazole hydrochloride;
PSA 38.06000
LogP 3.56470

Synthetic route

: 84163-46-2
(2,4-difluorophenyl)(4-piperidinyl)methanone oxime

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
With N-methylcyclohexylamine; potassium tert-butylate In water; toluene for 6h; Reflux;	97.8%
Stage #1: (2,4-difluorophenyl)(4-piperidinyl)methanone oxime With potassium hydroxide In water; toluene for 6h; Reflux; Inert atmosphere; Stage #2: With hydrogenchloride In ethanol; water at 70 - 80℃; Temperature;	96.33%

: (2,4-Difluoro-phenyl)-piperidin-4-yl-methanone hydrochloride

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Stage #1: (2,4-Difluoro-phenyl)-piperidin-4-yl-methanone hydrochloride With hydroxylamine hydrochloride; potassium hydroxide In methanol Stage #2: With potassium hydroxide In methanol at 40 - 45℃; for 12h; Stage #3: With hydrogenchloride In methanol; water at 0 - 30℃; for 2h; pH=< 1; Solvent; Reagent/catalyst; Temperature; Concentration;	90.4%
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; N-methylcyclohexylamine / ethanol / 12 h / 60 °C 2: potassium tert-butylate; N-methylcyclohexylamine / water; toluene / 6 h / Reflux View Scheme

: 84163-41-7
6-fluoro-3-(1-formyl-4-piperidinyl)-1,2-benzisoxazole

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethanol for 3h; Heating; Yield given;
With hydrogenchloride In methanol; ethanol; benzene	1.25 g (31.8%)
With hydrogenchloride

: 84162-94-7
1-formyl-4-(2,4-difluorobenzoyl)piperidine oxime

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH / dimethylformamide / 4 h / 70 - 75 °C 2: aq. HCl / ethanol / 3 h / Heating View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide / isopropyl alcohol; water 2: hydrogenchloride View Scheme

: 416852-17-0
6-fluoro-3-(1-methylpiperidin-4-yl)benzisoxazole

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
With 2-Chloroethyl chloroformate; triethylamine In 1,2-dichloro-ethane at 0 - 20℃;

: 84163-43-9
1-formylisonipecotoyl chloride

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: aluminum (III) chloride 2: hydrogenchloride; hydroxylamine hydrochloride / isopropyl alcohol; water 3: potassium hydroxide / isopropyl alcohol; water 4: hydrogenchloride View Scheme

: 498-94-2
isonipecotic acid

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: acetic anhydride 2: thionyl chloride 3: aluminum (III) chloride 4: hydrogenchloride; hydroxylamine hydrochloride / isopropyl alcohol; water 5: potassium hydroxide / isopropyl alcohol; water 6: hydrogenchloride View Scheme

: 84163-42-8, 67659-34-1, 67659-33-0
1-Formylisonipecotic acid

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: thionyl chloride 2: aluminum (III) chloride 3: hydrogenchloride; hydroxylamine hydrochloride / isopropyl alcohol; water 4: potassium hydroxide / isopropyl alcohol; water 5: hydrogenchloride View Scheme

: 84162-80-1
4-(2,4-difluorobenzoyl)-1-piperidinecarboxaldehyde

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride; hydroxylamine hydrochloride / isopropyl alcohol; water 2: potassium hydroxide / isopropyl alcohol; water 3: hydrogenchloride View Scheme

: 135634-18-3
(2,4-difluorophenyl)-piperidin-4-yl-methanone oxime hydrochloride

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Stage #1: (2,4-difluorophenyl)-piperidin-4-yl-methanone oxime hydrochloride With potassium hydroxide In methanol for 2.5h; Heating; Stage #2: With hydrogenchloride In water; acetone at 20℃; for 0h; pH=2 - 3;	35 g

: 416852-15-8
C13H15F2NO

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydroxylamine hydrochloride / pyridine / 60 °C 2: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 70 - 75 °C 3: 2-Chloroethyl chloroformate; triethylamine / 1,2-dichloro-ethane / 0 - 20 °C View Scheme

: 416852-16-9
C13H16F2N2O

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 70 - 75 °C 2: 2-Chloroethyl chloroformate; triethylamine / 1,2-dichloro-ethane / 0 - 20 °C View Scheme

: 1550-35-2
2,4-difluorobenzaldehyde

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: tetrahydrofuran / 20 °C 2: hydroxylamine hydrochloride / pyridine / 60 °C 3: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 70 - 75 °C 4: 2-Chloroethyl chloroformate; triethylamine / 1,2-dichloro-ethane / 0 - 20 °C View Scheme

: 63463-36-5
(1-methyl-4-piperidyl)magnesium chloride

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: tetrahydrofuran / 20 °C 2: hydroxylamine hydrochloride / pyridine / 60 °C 3: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 70 - 75 °C 4: 2-Chloroethyl chloroformate; triethylamine / 1,2-dichloro-ethane / 0 - 20 °C View Scheme

: 372-18-9
1,3-Difluorobenzene

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: aluminum (III) chloride / dichloromethane / 3 h / 20 °C 2.1: hydrogenchloride / water / 5 h / Reflux 3.1: hydroxylamine hydrochloride / ethanol / 3 h / Reflux 4.1: potassium hydroxide / water; toluene / 6 h / Reflux; Inert atmosphere 4.2: 70 - 80 °C View Scheme

: 59084-16-1
1-acetylpiperidine-4-carbonyl chloride

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: aluminum (III) chloride / dichloromethane / 3 h / 20 °C 2.1: hydrogenchloride / water / 5 h / Reflux 3.1: hydroxylamine hydrochloride / ethanol / 3 h / Reflux 4.1: potassium hydroxide / water; toluene / 6 h / Reflux; Inert atmosphere 4.2: 70 - 80 °C View Scheme

: 84162-82-3
1-[4-(2.4-Difluoro-benzoyl)-piperidin-1-yl]-ethanone

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogenchloride / water / 5 h / Reflux 2.1: hydroxylamine hydrochloride / ethanol / 3 h / Reflux 3.1: potassium hydroxide / water; toluene / 6 h / Reflux; Inert atmosphere 3.2: 70 - 80 °C View Scheme

: 13139-14-5
Boc-Trp-OH

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 1270202-32-8
C28H31FN4O4

Conditions

Conditions	Yield
Stage #1: Boc-Trp-OH With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	96%

: 58113-30-7
4-(3-chloropropoxy)-3-methoxyacetophenone

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 133454-47-4
iloperidone

Conditions

Conditions	Yield
Stage #1: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With sodium hydroxide In water at 25 - 30℃; for 0.25h; Industrial scale; Green chemistry; Stage #2: 4-(3-chloropropoxy)-3-methoxyacetophenone In water at 25 - 30℃; for 0.25h; Industrial scale; Green chemistry; Stage #3: With tetrabutylammomium bromide In n-heptane; water at 65 - 70℃; Reagent/catalyst; Solvent; Temperature; Concentration; Time; Industrial scale; Green chemistry;	95%
With sodium hydrogencarbonate In toluene; acetonitrile at 76℃; for 6h; Temperature;	90.5%
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 16h;

: 130049-82-0
3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 144598-75-4
paliperidone

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In methanol for 24h; Reflux;	94%
With N-ethyl-N,N-diisopropylamine In methanol Product distribution / selectivity; Reflux;	93%
With N-ethyl-N,N-diisopropylamine In methanol at 60℃; Reagent/catalyst; Inert atmosphere;	90%

: 3-(2-chloroethyl)-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one monohydrochloride

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 106266-06-2
Risperidone

Conditions

Conditions	Yield
With sodium carbonate In methanol at 73 - 75℃; for 4 - 4.5h; Product distribution / selectivity;	93.6%
With sodium carbonate In water at 25 - 55℃; for 9h; Product distribution / selectivity;
With sodium carbonate In water; acetonitrile at 25 - 75℃; for 8h; Product distribution / selectivity;

: 63234-80-0
3-(2-chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 106266-06-2
Risperidone

Conditions

Conditions	Yield
With sodium carbonate In water at 110 - 120℃; for 0.666667h; Product distribution / selectivity;	93.2%
With sodium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 10h; Temperature;	76.9%

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 1270202-31-7
C26H30FN3O4

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	92%
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	85%

: 3-(2-chloroethyl)-9-(methoxymethoxy)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-α]pyrimidin-4-one

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 3-(2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl)-9-(methoxymethoxy)-2-methyl-6,7,8,9-tetrahydro-pyrido[1,2-α]pyrimidin-4-one

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile at 75 - 78℃; Reagent/catalyst;	92%

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 625-36-5
2-chloropropionyl chloride

: 3-chloro-1-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)propan-1-one

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water at 0 - 20℃; for 5h; Large scale;	91%

: 40298-71-3
N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 1270202-33-9
C33H34Cl2FN3O5

Conditions

Conditions	Yield
Stage #1: N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	90.9%
Stage #1: N-tert-butoxycarbonyl-O-2,6-dichlorobenzyl-L-tyrosine With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	84%

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 151396-21-3
Boc-Gly-Gly-Ala-Pro-OH

: 1270202-34-0
C29H39FN6O7

Conditions

Conditions	Yield
Stage #1: Boc-Gly-Gly-Ala-Pro-OH With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	90.5%

: 157649-20-2
8-(3-chloropropanoyl)-5,6-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-4(2H)-one

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 8-(3-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)propanoyl)-5,6-dihydro-1H-pyrrolo[3,2,1-ij]quinolin-4(2H)-one

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile Reflux;	89.9%

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: Boc-Gly-Val-Gly-Val-Pro

: 1270202-37-3
C36H52FN7O8

Conditions

Conditions	Yield
Stage #1: Boc-Gly-Val-Gly-Val-Pro With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	89.1%

: 13574-13-5
Boc-Glu(OBzl)-OH

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 1646250-75-0
C29H34FN3O6

Conditions

Conditions	Yield
Stage #1: Boc-Glu(OBzl)-OH With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	89%

: 1270202-28-2
Boc-GFGFP-OH

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 1270202-38-4
C44H52FN7O8

Conditions

Conditions	Yield
Stage #1: Boc-GFGFP-OH With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	88.5%

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 76046-35-0
Boc-Gly-Gly-Phe-Pro-OH

: 1270202-36-2
C35H43FN6O7

Conditions

Conditions	Yield
Stage #1: Boc-Gly-Gly-Phe-Pro-OH With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	88.1%

: 885706-66-1
3-(2-iodoethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 106266-06-2
Risperidone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 6h; Heating / reflux;	87.4%

: 2389-45-9
Boc-Lys(Z)-OH

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 1646250-76-1
C31H39FN4O6

Conditions

Conditions	Yield
Stage #1: Boc-Lys(Z)-OH With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	87%

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 397244-47-2
Boc-Gly-Gly-Ile-Pro-OH

: 1270202-35-1
C32H45FN6O7

Conditions

Conditions	Yield
Stage #1: Boc-Gly-Gly-Ile-Pro-OH With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	86%

: 4530-20-5
BOC-glycine

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 1426224-71-6
C19H24FN3O4

Conditions

Conditions	Yield
Stage #1: BOC-glycine With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	85%

: 2483-46-7
Boc-Lys(Boc)-OH

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: di‐tert‐butyl {6‐[4‐(6‐fluorobenzo[d]isoxazol‐3‐yl)piperidin‐1‐yl]‐6‐oxohexane‐1,5‐diyl}dicarbamate

Conditions

Conditions	Yield
Stage #1: Boc-Lys(Boc)-OH; 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; pH=8; Stage #2: With potassium hydrogencarbonate In water for 0.5h; Cooling with ice;	85%

: 58113-30-7
4-(3-chloropropoxy)-3-methoxyacetophenone

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: iloperidone

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In ethyl acetate; N,N-dimethyl-formamide at 80℃; for 50h; Inert atmosphere;	84.65%

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 409127-88-4
toluene-4-sulfonic acid 2-(4-(3-piperidinopropoxy)phenyl)ethyl ester

: 6-fluoro-3-(1-(4-(3-(piperidinyl-1-yl)propoxy)phenethyl)piperidinyl-4-yl)benzo[d]isoxazole

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 6h; Reflux;	83.2%

: 1159825-99-6
tert-butyl 4-(2,4-difluorobenzoyl)piperidine-1-carboxylate

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: C29H33F2N3O4

Conditions

Conditions	Yield
With potassium carbonate In 1,4-dioxane at 90℃;	83%

: 17954-81-3
4-(3-bromopropoxy)benzaldehyde

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 4-(3-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)propoxy)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 6h; Reflux;	82.4%

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 1426224-72-7
tert-butyl 2-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-carbonyl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 1-(tert-butoxycarbonyl)-L-proline With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; pH=8;	82%

: 1204248-71-4
C11H14ClN3O2

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: 1204248-69-0
C23H26FN5O3

Conditions

Conditions	Yield
With sodium hydrogencarbonate In methanol; N,N-dimethyl-formamide at 70 - 90℃; for 8h; Inert atmosphere;	81.8%

: rac-5-methanesulfonyl-2-(2,2,2-trifluoro-1-methylethoxy)benzoic acid

: 84163-13-3
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

: (4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)(5-(methylsulfonyl)-2-((1,1,1-trifluoropropan-2-yl)oxy)phenyl)methanone

Conditions

Conditions	Yield
Stage #1: rac-5-methanesulfonyl-2-(2,2,2-trifluoro-1-methylethoxy)benzoic acid With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 0.5h; Stage #2: 6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride With triethylamine In dichloromethane at 20℃;	81%

6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride Specification

The systematic name of this chemical is 6-fluoro-3-(piperidin-4-yl)-1,2-benzoxazole hydrochloride (1:1). With the CAS registry number 84163-13-3, it is also named as 6-Fluoro-3-(4-piperidinyl)-1,2-benzoxazole hydrochloride. The product's categories are APIs intermediate; oxazole & isoxazole; (intermediate of risperidone). It is white or off-white crystal which is used as intermediate of Ziprasidone and Perospirone.

The other characteristics of 1,2-Benzisoxazole,6-fluoro-3-(4-piperidinyl)-, hydrochloride (1:1) can be summarized as: (1)ACD/LogP: 1.85; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 1; (6)Polar Surface Area: 29.27 ?2; (7)Flash Point: 188 °C; (8)Enthalpy of Vaporization: 64.88 kJ/mol; (9)Boiling Point: 387.3 °C at 760 mmHg; (10)Vapour Pressure: 2.23E-06 mmHg at 25°C.

People can use the following data to convert to the molecule structure.
1. SMILES:Cl.Fc3ccc1c(onc1C2CCNCC2)c3
2. InChI:InChI=1/C12H13FN2O.ClH/c13-9-1-2-10-11(7-9)16-15-12(10)8-3-5-14-6-4-8;/h1-2,7-8,14H,3-6H2;1H

Product Name

6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride

Synthetic route

6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride Specification

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