Introduction：Basic information about 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride CAS 84163-13-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride Basic information
| Product Name: | 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride |
| Synonyms: | 4-(6-FLUORO-1,2-BENZISOXAZOL-3-YL)PIPERIDINE;ASINEX-REAG BAS 13549338;6--3-(4-)-1,2 KY-16-05;Paliperidone Related CoMpound B;1,2-Benzisoxazole,6-fluoro-3-(4-piperidinyl)-, hydrochloride (1:1);Paliperidone int 2;Paliperidone Related Compound B (20 mg) (6-fluoro-3-(piperidin-4-yl)benzoisoxazole hydrochloride);Iloperidone intermediate |
| CAS: | 84163-13-3 |
| MF: | C12H14ClFN2O |
| MW: | 256.7 |
| EINECS: | 700-303-4 |
| Product Categories: | APIs Intermediate;Iloperidone Intermediate;Oxazole&Isoxazole;(intermediate of risperidone) |
| Mol File: | 84163-13-3.mol |
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6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride Chemical Properties
| Melting point | 293-295 °C |
| density | 1.42g/cm3 at 20℃ |
| vapor pressure | 0.002-0.005Pa at 20-25℃ |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | DMSO (Slightly, Heated), Methanol (Very Slightly, Heated), Water (Slightly, Heated) |
| form | Solid |
| color | White to Off-White |
| Major Application | pharmaceutical |
| InChI | InChI=1S/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 |
| InChIKey | CWPSRUREOSBKBQ-UHFFFAOYSA-N |
| SMILES | N1OC2C=C(C=CC=2C=1C1CCNCC1)F.Cl |
| LogP | -0.84 at 20℃ and pH7 |
| CAS DataBase Reference | 84163-13-3(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| WGK Germany | WGK 3 |
| HazardClass | IRRITANT |
| HS Code | 2934990002 |
| Storage Class | 11 - Combustible Solids |
6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride Usage And Synthesis
| Uses | 6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole Hydrochloride (Risperidone EP Impurity M; Paliperidone USP Related Compound B) is a novel antiproliferative agent. |
| Synthesis | 135634-18-3 84163-13-3 The general procedure for the synthesis of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride from (2,4-difluorophenyl)-(4-piperidinyl)methanone oxime hydrochloride was as follows: potassium hydroxide (27 g) was dissolved in 600 mL of methanol, followed by addition of (2,4-difluorophenyl)-(4-piperidinyl)methanone oxime hydrochloride (55 g). The reaction mixture was heated to reflux for about 2.5 hours. After completion of the reaction, it was cooled to room temperature, dried by adding an appropriate amount of anhydrous magnesium sulfate and stirred for about 1 hour. The filtrate was concentrated under reduced pressure to remove the solvent. To the concentrate was added 500mL of acetone, stirred at room temperature for about 0.5 hours, and filtered to remove insoluble material. Hydrochloric acid was slowly added to the filtrate and the pH was adjusted to 2?3, precipitating a white solid. The solid was collected by filtration and dried to give 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride (35 g) with 0.4% methanol. |
| References | [1] Patent: CN106831742, 2017, A. Location in patent: Paragraph 0041; 0042 |
6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride Preparation Products And Raw materials
| Raw materials | 1-Piperidinecarboxaldehyde, 4-(6-fluoro-1,2-benzisoxazol-3-yl)--->1-Piperidinecarboxaldehyde, 4-[(2,4-difluorophenyl)(hydroxyimino)methyl]--->1-FORMYL-PIPERIDINE-4-CARBONYL CHLORIDE-->4-(2,4-DIFLUORO-BENZOYL)-PIPERIDINE-1-CARBALDEHYDE-->2,4-Difluorobenzaldehyde-->1-Methylpiperdin-4-ylmagnesium chloride, 0.50 M in THF-->2,4-Difluorophenyl-(4-piperidinyl)methanoneoxime-->2,4-Difluorophenyl-(4-piperidinyl)methanone oxime hydrochloride-->Isonipecotic acid-->1,3-Difluorobenzene |
| Preparation Products | Risperidone-->Iloperidone-d3-->3-(1-(3-CHLOROPROPYL)PIPERIDIN-4-YL)-6-FLUOROBENZO[D]ISOXAZOLE-->Paliperidone Palmitate |
