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

Base Information

• Chemical Name: 5-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride
• CAS No.: 84163-16-6
• Molecular Formula: C12H14ClFN2O
• Molecular Weight: 256.707
• Hs Code.: 2934999090
• European Community (EC) Number: 664-156-7,690-836-8
• DSSTox Substance ID: DTXSID00383380
• Mol file: 84163-16-6.mol

Synonyms:84163-16-6;5-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride;5-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride;5-Fluoro-3-piperidin-4-yl-1,2-benzisoxazole hydrochloride;5-fluoro-3-(piperidin-4-yl)-1,2-benzoxazole hydrochloride;5-fluoro-3-piperidin-4-yl-1,2-benzoxazole;hydrochloride;5-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole, HCl;1,2-Benzisoxazole, 5-fluoro-3-(4-piperidinyl)-, monohydrochloride;5-Fluoro-3-(piperidin-4-yl)benzo[d]isoxazole HCl;SCHEMBL8916694;5-fluoro-3-piperidin-4-yl-1,2-benzoxazole hydrochloride;DTXSID00383380;4-(5-Fluoro-1,2-benzisoxazol-3-yl)piperidine hydrochloride;BCP21060;MFCD06200879;AKOS005146268;PS-7398;AC-27286;FT-0668729;VU0549340-1;EN300-237842;A840727;5-fluoro-3-(piperidin-4-yl)benzisoxazole HCl salt;F9995-0329;5-fluoranyl-3-piperidin-4-yl-1,2-benzoxazole hydrochloride;5-FLUORO-3-(4-PIPERIDINYL)-1,2-BENZISOXAZOLE HCL;5-fluoro-3-(4-piperidinyl)-1,2-benzoxazole hydrochloride;5-Fluoro-3-(4-piperidyl)-1,2-benzisoxazole hydrochloride;5-Fluoro-3-(piperidin-4-yl)-1,2-benzoxazole--hydrogen chloride (1/1)

Chemical Property of 5-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride

Chemical Property:

• Vapor Pressure: 2.46E-05mmHg at 25°C
• Melting Point: 300-301 °C
• Boiling Point: 359 °C at 760 mmHg
• Flash Point: 170.9 °C
• PSA: 38.06000
• LogP: 3.56470
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Sensitive.: Hygroscopic
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 256.0778689
• Heavy Atom Count: 17
• Complexity: 245

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazoleHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCC1C2=NOC3=C2C=C(C=C3)F.Cl
• Uses: An intermediate of 5-Fluoro Risperidone (F595925).

Technology Process of 5-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride

There total 7 articles about 5-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C17H21FN2O3 → 4-(5-fluoro-1,2-benzisoxazol-3-yl)piperidine hydrochloride (84163-16-6)

Guidance literature:

C₁₇H₂₁FN₂O₃; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

With hydrogenchloride; In diethyl ether; at 0 - 20 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2013.09.096

Reference yield:

5-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (84163-64-4) → 4-(5-fluoro-1,2-benzisoxazol-3-yl)piperidine hydrochloride (84163-16-6)

Guidance literature:

With hydrogenchloride; In diethyl ether; at 0 - 20 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2013.12.075

Reference yield:

1-acetyl-4-(5-fluoro-2-hydroxybenzoyl)piperidine oxime (84162-97-0,84163-60-0) → 4-(5-fluoro-1,2-benzisoxazol-3-yl)piperidine hydrochloride (84163-16-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.5 h / 60 °C

2: NaH / dimethylformamide / 16 h / Ambient temperature

3: 6 N aq. HCl / 6 h / Heating

With hydrogenchloride; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jm00383a012

upstream raw materials:

3-(1-acetyl-4-piperidinyl)-5-fluoro-1,2-benzisoxazole

1-acetyl-4-(5-fluoro-2-hydroxybenzoyl)piperidine oxime

C₁₆H₁₉FN₂O₄

5-fluorobenzisoxazole

Downstream raw materials:

3-{1-[4,4-bis(4-fluorophenyl)-1-butyl]-4-piperidyl}-5-fluoro-1,2-benzisoxazole

Refernces

• 1、 Yang, Shyh-Ming,Tang, Yuting,Zhang, Rui,Lu, Huajun,Kuo, Gee-Hong,Gaul, Michael D.,Li, Yaxin,Ho, George,Conway, James G.,Liang, Yin,Lenhard, James M.,Demarest, Keith T.,Murray, William V.. "4-Bicyclic heteroaryl-piperidine derivatives as potent, orally bioavailable Stearoyl-CoA desaturase-1 (SCD1) inhibitors. Part 1: Urea-based analogs". . p. 6773 - 6776. Retrieved 2014/01/06.