4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide

Base Information

• Chemical Name: 4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide
• CAS No.: 101234-85-9
• Molecular Formula: C8H8ClNO
• Molecular Weight: 169.60800
• DSSTox Substance ID: DTXSID60443656
• Wikidata: Q82261553
• Mol file: 101234-85-9.mol

Synonyms:101234-85-9;4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide;5H-Cyclopenta[b]pyridine, 4-chloro-6,7-dihydro-, 1-oxide;4-chloro-1-oxido-6,7-dihydro-5H-cyclopenta[b]pyridin-1-ium;SCHEMBL16420393;DTXSID60443656;ZBQBGIUQGMTBHC-UHFFFAOYSA-N;AKOS016012679;4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridine1-oxide;4-Chloro-1-oxo-6,7-dihydro-5H-1lambda~5~-cyclopenta[b]pyridine

Chemical Property of 4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide

Chemical Property:

• Melting Point: 110-113 °C
• Boiling Point: 387.3±42.0 °C(Predicted)
• PKA: 1.23±0.20(Predicted)
• PSA: 25.46000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: 2.25720
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 169.0294416
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98%min ^*data from raw suppliers

4-CHLORO-6,7-DIHYDRO-5H-CYCLOPENTA[B]PYRIDINE 1-OXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=C[N+](=C2C1)[O-])Cl

Technology Process of 4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide

There total 4 articles about 4-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide 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:

4-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine (54664-55-0) → 4-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide (101234-85-9)

Guidance literature:

With dihydrogen peroxide; methyltrioxorhenium(VII); In dichloromethane; at 20 ℃; for 25h;

DOI:10.1002/adsc.200700219

Reference yield:

4-nitro-6,7-dihydro-5H-cyclopenta[b]pyridine-1-oxide (126259-73-2) → 4-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide (101234-85-9)

Guidance literature:

With hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride; sodium chloride; In acetonitrile; for 18h; Product distribution / selectivity; Heating / reflux;

Reference yield:

2,3-cyclopentenopyridine (533-37-9) → 4-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide (101234-85-9)

Guidance literature:

Multi-step reaction with 3 steps

1: methyltrioxorhenium(VII); dihydrogen peroxide / dichloromethane / 16 h / 20 °C

2: trichlorophosphate / 1,2-dichloro-ethane / 8 h / 0 - 85 °C

3: methyltrioxorhenium(VII); dihydrogen peroxide / dichloromethane / 48 h / 20 °C

With dihydrogen peroxide; methyltrioxorhenium(VII); trichlorophosphate; In dichloromethane; 1,2-dichloro-ethane;

upstream raw materials:

4-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine

4-nitro-6,7-dihydro-5H-cyclopenta[b]pyridine-1-oxide

2,3-cyclopentenopyridine

6,7-dihydro-5H-cyclopenta[b]pyridine 1-oxide

Downstream raw materials:

4-methoxy-6,7-dihydro-5H-cyclopenta[b]pyridine

4-chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl acetate

Refernces

• 1、 -. "FACTOR XIa INHIBITORS". Page/Page column 38-39. . Retrieved 2016/11/02.